![Page 1: Supporting Information - Royal Society of Chemistry · The reaction of CO2 fixation with epoxides was conducted in a 25 mL stainless steel reactor equipped with a magnetic stirrer](https://reader033.vdocument.in/reader033/viewer/2022042323/5f0d8d3f7e708231d43aebf7/html5/thumbnails/1.jpg)
S1
Supporting Information
Experimental and theoretical studies on hydrogen bond promoted fixation of
carbon dioxide and epoxides in cyclic carbonates
J Jin-Quan Wang, Jian Sun, Wei-Guo Cheng, Kun Dong, Xiang-Ping Zhang and Suo-Jiang
Zhang*
Beijing Key Laboratory of Ionic Liquids Clean Process, Key Laboratory of Green Process and
Engineering, State Key Laboratory of Multiphase Complex System, P.O. Box 353, Beijing, 100190,
China, Fax: (+86)-10-8262-7080, E-mail: [email protected].
Supporting information
1. General information S2
2. Experiments details S2-S3
3. Supporting Table S4
4. Supporting Figures S5-S7
5. Characterization of catalysts and products S8-S11
6. Cartesian coordinates for the optimized geometries S12-S43
![Page 2: Supporting Information - Royal Society of Chemistry · The reaction of CO2 fixation with epoxides was conducted in a 25 mL stainless steel reactor equipped with a magnetic stirrer](https://reader033.vdocument.in/reader033/viewer/2022042323/5f0d8d3f7e708231d43aebf7/html5/thumbnails/2.jpg)
S2
1. General information
The Bu4NBr, epoxides and other organic and inorganic reagents were purchased from
J&KCHEMICA without further purification. GC-MS were measured on a Finnigan HP G1800 A. GC
analyses were performed on a Agilent GC-6890 equipped with a capillary column (DB-624, 30 m×0.32
μm) using a flame ionization detector. NMR spectra were recorded on a Bruker 300 or Varian 400
spectrometer in CDCl3. 1H and 13C NMR chemical shifts (δ) were given in ppm relative to TMS. 1H
and 13C positive chemical shifts (δ) in ppm were downfield from tetramethylsilane (CDCl3: δC = 77.0
ppm; residual CHCl3 in CDCl3: δH = 7.26 ppm).
The calculations were carried out by performing DFT by use of the B3PW91functional with the
6-311++G (d, p) basis set as implemented in Gaussian 09 program package. All geometries for the
isolated reactants, products, intermediates, and transition states involved in the cycloaddition reaction
have been fully optimized. Vibrational frequency calculations, from which the zero-point energies
(ZPEs) were derived, have been performed for each optimized structure at the same level to identify the
natures of all the stationary points (local minimum or first-order saddle point). The intrinsic reaction
coordinate (IRC) pathways have been traced in order to verify that each saddle point links two desired
minima.
2. Experiments details
Experiments details of fixation CO2 into cylic carbonate
The reaction of CO2 fixation with epoxides was conducted in a 25 mL stainless steel reactor
equipped with a magnetic stirrer and automatic temperature control system. Typically, in the reactor, an
appropriate volume of CO2 (1.0 MPa) was added to a mixture of PO (1mL, 14.3 mmol), Bu4NBr (46mg,
0.143 mmol), HBD (14.3 mmol) at room temperature. The temperature was then raised to 100 oC while
more CO2 was added from a reservoir tank to maintain a constant pressure (3 MPa). After the reaction
had proceeded for 30 min, the reactor was cooled to 0oC in an ice water bath, and the remaining CO2
was removed slowly. The products were analyzed by GC using biphenyl as the internal standard and
identified by GC-MS by comparing retention times and fragmentation patterns with authentic samples.
The products were purified by distillation or silica gel column chromatography for the substrates in
Table 2 and Table S1.
![Page 3: Supporting Information - Royal Society of Chemistry · The reaction of CO2 fixation with epoxides was conducted in a 25 mL stainless steel reactor equipped with a magnetic stirrer](https://reader033.vdocument.in/reader033/viewer/2022042323/5f0d8d3f7e708231d43aebf7/html5/thumbnails/3.jpg)
S3
Scheme S2. Synthesis of dual-functionalized poly (ionic liquids). AIBN: azobis(isobutyronitrile).
The tipical procedures to prepare monomer of PILs were similar to that reported.[9a] Thus,
2-bromoethanol (100 mmol) and 1-vinylimidazole (50 mmol) were added to a 50 mL three-necked
flask equipped with a magnetic stirrer. The mixture was heated at reflux for 20 h in an oil bath at 70 oC
under the protection of nitrogen. Then, the reaction mixture was cooled down to room temperature. The
top phase was poured out, and the residue was washed three times with ethyl acetate and then dried at
under vacuum.
PILs were prepared by radical copolymerization. In a typical experiment, ILs (30 mmol),
4-Vinylpyridine (30 mmol), and AIBN (3mmol) were dissolved in chloroform (200 mL) in a
three-necked flask under nitrogen protection. The mixture was maintained at 60 oC at reflux for 60 h
with stirring. The PIL formed was collected by filtration and washed washed four times with ethyl
acetate. Then, the solid was dried under vacuum. The MW of 1a was determined to be 245821, and
concentration of 4-Vinylpyridine (mol %) in the copolymer was 48%.
The experimental method for 1H NMR spectra of 1, 2-benzenediol with and without PO:
Without PO: 1, 2-benzenediol 2 μL, DCCl3 0.5 mL;
With PO: 1, 2-benzenediol 2μL, PO 20 μL, DCCl3 0.5 mL.
![Page 4: Supporting Information - Royal Society of Chemistry · The reaction of CO2 fixation with epoxides was conducted in a 25 mL stainless steel reactor equipped with a magnetic stirrer](https://reader033.vdocument.in/reader033/viewer/2022042323/5f0d8d3f7e708231d43aebf7/html5/thumbnails/4.jpg)
S4
3. Supporting Table
Table S1 Fixation CO2 with various epoxides.[a]
Entry Substrate Product Conv.[%] Yield [%][b]
1
99 94
2
96 93
3
95 92
4
90 88
5[c]
98 95
6[d]
96 94
[a] Reaction condition: PO (14.6 mmol), Catalyst 1a (0.2 mmol), 120 oC, 2.0 MPa, 4 h. [b] Isolated yields. [c] 8 h. [d] 18h.
![Page 5: Supporting Information - Royal Society of Chemistry · The reaction of CO2 fixation with epoxides was conducted in a 25 mL stainless steel reactor equipped with a magnetic stirrer](https://reader033.vdocument.in/reader033/viewer/2022042323/5f0d8d3f7e708231d43aebf7/html5/thumbnails/5.jpg)
S5
4. Supporting Figure
B
D TS2(406i)
TS1(299i)
CA
E
Figure S1 The proposed mechansim and the optimized geometries for the intermediates and transition
states for fixation of CO2 with ethylene oxide catalyzed by Bu4NBr promoted by H2O. Values in
parentheses denote the imaginary frequencies of transition states. Distances are in angstroms.
![Page 6: Supporting Information - Royal Society of Chemistry · The reaction of CO2 fixation with epoxides was conducted in a 25 mL stainless steel reactor equipped with a magnetic stirrer](https://reader033.vdocument.in/reader033/viewer/2022042323/5f0d8d3f7e708231d43aebf7/html5/thumbnails/6.jpg)
S6
-20
-10
0
10
20
30
40
50
60
Rea
ltiv
e E
nerg
y (k
cal m
ol-1
)
EO+CO2
0.00
IM-1.94
TS58.92
EC-12.77
2.877Å
1.774Å
2.292Å2.040Å
(342i)
Catalyst-free process
Figure S2 Potential energy surface profiles for the cycloaddition reaction without catalyst.
Figure S3 Optimized geometries for the intermediates and transition states for fixation of CO2 with
ethylene oxide catalyzed by Bu4NBr. Values in parentheses denote the imaginary frequencies of
transition states. Distances are in angstroms.
![Page 7: Supporting Information - Royal Society of Chemistry · The reaction of CO2 fixation with epoxides was conducted in a 25 mL stainless steel reactor equipped with a magnetic stirrer](https://reader033.vdocument.in/reader033/viewer/2022042323/5f0d8d3f7e708231d43aebf7/html5/thumbnails/7.jpg)
S7
-20
-10
0
10
20
30
Rel
ativ
e E
nerg
y [k
cal m
ol-1
]
0.00
F
28.20
TS3
11.26
G
H
-9.46
8.40
TS4
-20.32
I
CO2
Figure S4 The potential energy surface profiles of Bu4NBr-catalyzed process
0
5
10
15
20
Rel
ativ
Ene
rgy[
kcal
mol
-1]
J
K
TS5
0.00
20.45
2.87
1.034Å
1.503Å
1.919Å
2.525Å
1.621Å
1.782Å
Figure S5 The potential energy surface profiles of the rate-determining step catalyzed by Bu4NBr/1,
2-benzenediol
![Page 8: Supporting Information - Royal Society of Chemistry · The reaction of CO2 fixation with epoxides was conducted in a 25 mL stainless steel reactor equipped with a magnetic stirrer](https://reader033.vdocument.in/reader033/viewer/2022042323/5f0d8d3f7e708231d43aebf7/html5/thumbnails/8.jpg)
S8
5. Characterization of catalysts and products
5.1 NMR data for Catalysts and its intermediates in Table 2
4-methyl-1, 3-dioxolan-2-one:
1H NMR (CDCl3, TMS, 400 MHz):1.49 (d, J=6.0 Hz, 3H); 4.05 (t, J=8.8 Hz, 1H); 4.60 (t, J=8.0 Hz,
1H); 4.86-4.94 (m, 1H); 13C NMR (CDCl3, TMS, 100.4 MHz): 18.95, 70.46, 73.51, 154.95 (C=O).
3-dioxolan-2-one :
1H NMR (CDCl3, TMS, 400 MHz): 4.2 (t, J=10 Hz, 4H); 13C NMR (CDCl3, TMS, 100.4 MHz):
63.3, 155 (C=O).
4-butyl-1,3-dioxolan-2-one:
1H NMR (CDCl3, TMS, 400 MHz): 0.96 (t, J= 7.2 Hz, 3H); 1.33-1.38 (m, 2H); 1.29-1.31 (m, 2H); 1.53
(m, 2H); 4.16 (d, J=8.0 Hz, 2H); 4.19 (t, J=6.2 Hz, 1H); 13C NMR (CDCl3, TMS, 100.4 MHz): 14.00,
23.12, 26.19, 36.23, 68.04, 75.61, 155.07 (C=O).
4-chloromethyl-1,3-dioxolan-2-one :
1H NMR (CDCl3, TMS, 400 MHz): 1.490 (d, 2H, J=6.0 Hz); 4.05 (t, 1H, J=8.4 Hz); 4.60 (t, 1H, J=8.0
Hz); 4.86-4.94 (m, 1H); 13C NMR (CDCl3, TMS, 100.4 MHz): 18.95, 70.46, 73.51, 154.95 (C=O).
4-phenyl-1, 3-dioxolan-2-one:
![Page 9: Supporting Information - Royal Society of Chemistry · The reaction of CO2 fixation with epoxides was conducted in a 25 mL stainless steel reactor equipped with a magnetic stirrer](https://reader033.vdocument.in/reader033/viewer/2022042323/5f0d8d3f7e708231d43aebf7/html5/thumbnails/9.jpg)
S9
1H NMR (CDCl3, TMS, 400 MHz): 4.34 (t, 1H, J=8.4 Hz); 4.80 (t, 1H, J=8.4 Hz); 5.68 (t, 1H, J=8.0
Hz); 7.35-7.44 (m, 5H); 13C NMR (CDCl3, TMS, 100.4 MHz): 71.10, 77.92, 125.81, 129.12, 129.63,
135.70, 154.81 (C=O).
4-Phenoxymethyl-1,3-dioxolan-2-one:
1H NMR (CDCl3, 400 MHz): 4.15 [dd, 3J = 4.4 Hz, 2J=10.8 Hz, 1H, OCH2], 4.24 [dd, 3J = 3.6 Hz,
2J= 10.8 Hz, 1H, OCH2], 4.55 [dd, 3J= 8.4 Hz, 2J= 6 Hz, 1H, PhOCH2], 4.62 [t, 3J= 8.4 Hz, 1H,
PhOCH2], 5.03 [m, 1H, OCH], 6.91 [d, 3J= 8.0 Hz, 2H, C6H5], 7.02 [t, 3J = 7.4 Hz, 2H, C6H5], 7.31 [t,
3J= 8.0 Hz, 2H, C6H5]. 13C NMR (CDCl3, TMS, 100.4 MHz): 66.17, 68.84, 74.11, 114.57, 121.92,
129.62, 154.65, 157.71.
4, 5-tetramethylene-1, 3-dioxolan-2-one:
1H NMR (CDCl3, TMS, 400 MHz): 1.80-1.86 (m, 2H); 1.97-2.05 (m, 2H); 2.28 (d, 4H, J=4.8 Hz);
5.06-5.11 (m, 2H); 13C NMR (CDCl3, TMS, 100.4 MHz): 19.00, 26.61, 75.65, 155.27 (C=O).
5.2 NMR data for monomers of catalysts in Table 3
N
N
HO
Br
![Page 10: Supporting Information - Royal Society of Chemistry · The reaction of CO2 fixation with epoxides was conducted in a 25 mL stainless steel reactor equipped with a magnetic stirrer](https://reader033.vdocument.in/reader033/viewer/2022042323/5f0d8d3f7e708231d43aebf7/html5/thumbnails/10.jpg)
S10
1H NMR (CDCl3, TMS, 400 MHz): 3.72 (t, J=5.0 Hz, 2H); 4.25 (t, J=5.1 Hz, 2H); 5.36 (dd, J=2.2 Hz,
1H); 5.97 (dd, J=2.2 Hz, 1H); 7.34(dd, J=8.7 Hz, 1H); 7.91(s, 1H); 8.25(s, 1H); 9.60(s, 1H); 13C
NMR (CDCl3, TMS, 100.4 MHz): 59.56, 62.01, 109.26, 119.50, 124.12, 129.23, 136.02.
1H NMR (CDCl3, TMS, 400 MHz):0.88 (t, J=7.4 Hz, 3H); 1.27 (m, 2H); 1.80 (m, 2H); 4.23 (t, J=7.3
Hz, 2H); 5.42 (dd, J=8.8 Hz, 1H); 6.00 (dd, J=15.7 Hz, 1H); 7.35(dd, J=8.7 Hz, 1H); 8.02(s, 1H);
8.30(s, 1H); 9.75(s, 1H); 13C NMR (CDCl3, TMS, 100.4 MHz): 13.85, 19.32, 31.60, 49.41, 109.13,
119.71, 123.79, 129.39, 135.86.
N
NCl
1H NMR (CDCl3, TMS, 400 MHz):0.87 (t, J=7.4 Hz, 3H); 1.25 (m, 2H); 1.78 (m, 2H); 4.19 (t, J=7.3
Hz, 2H); 5.38 (dd, J=8.8 Hz, 1H); 5.97(dd, J=15.7 Hz, 1H); 7.31(dd, J=8.7 Hz, 1H); 7.96(s, 1H);
8.25(s, 1H); 9.81(s, 1H); 13C NMR (CDCl3, TMS, 100.4 MHz): 13.80, 19.26, 31.54, 49.37, 109.05,
119.65, 123.73, 129.34, 135.80.
5.3 Elementary analysis for catalysts in Table 3
Catalyst C [%] H [%] N [%] O [%]
1a 44.51 5.52 11.56 4.72
1b 61.85 7.42 12.56
1c 56.56 6.56 11.48
2a 38.26 5.02 12.74
2b 57.86 7.96 14.64
![Page 11: Supporting Information - Royal Society of Chemistry · The reaction of CO2 fixation with epoxides was conducted in a 25 mL stainless steel reactor equipped with a magnetic stirrer](https://reader033.vdocument.in/reader033/viewer/2022042323/5f0d8d3f7e708231d43aebf7/html5/thumbnails/11.jpg)
S11
5.4 Solid-state 13C NMR of catalyst 1a in Table 3.
ppm (t1)050100150200
0
50000
10000
16
4.2
68
15
1.8
61
15
1.0
57
15
0.5
47
14
6.3
81
13
7.5
63
12
7.5
30
12
6.6
00
61
.55
7
54
.74
7
41
.52
1
Figure S6 Solid-state 13C NMR of catalyst 1a
5.5 Thermogravimetric analysis of catalyst 1a in Table 3.
0.00 200.00 400.00 600.00Temp [C]
-2.00
0.00
2.00
4.00
6.00
mgTGA
300oC
Figure S7 Thermogravimetric analysis of catalyst 1a
![Page 12: Supporting Information - Royal Society of Chemistry · The reaction of CO2 fixation with epoxides was conducted in a 25 mL stainless steel reactor equipped with a magnetic stirrer](https://reader033.vdocument.in/reader033/viewer/2022042323/5f0d8d3f7e708231d43aebf7/html5/thumbnails/12.jpg)
S12
6. Cartesian coordinates for the optimized geometries of all species involved in the uncatalyzed and catalytic cycle (values in Angstrom).
CO2
C 0.00000000 0.00000000 -0.00000300
O 0.00000000 0.00000000 -1.16079800
O 0.00000000 0.00000000 1.16080100
EO
C -0.66576500 -0.48434900 0.00000000
C 0.00000000 0.82328800 0.00000000
O 0.76245100 -0.38815800 0.00000000
H -1.10259200 -0.86414600 0.91977500
H -1.10259200 -0.86414600 -0.91977500
H 0.05008100 1.39996300 0.91977300
H 0.05008100 1.39996300 -0.91977300
IM
C 1.87874100 0.43118000 -0.60581100
C 1.97492800 -0.19200400 0.71813500
O 0.99101900 -0.63098500 -0.22830300
H 1.40849300 1.40566300 -0.70321900
H 2.60020100 0.17139600 -1.37541800
H 1.57919000 0.33178700 1.58410300
H 2.76662600 -0.90809500 0.91999200
C -1.77631400 0.11262000 0.03044300
O -2.18045900 -0.96347600 -0.12099000
O -1.41289000 1.20552100 0.18903500
TS
C 1.57818300 0.64277200 -0.34432300
C 1.47394400 -0.59109200 0.42283700
O 0.29759900 -0.94315500 -0.27365100
H 1.55490900 1.64111500 0.06503500
H 1.71401900 0.53230900 -1.41324900
H 1.33890600 -0.44994200 1.49832200
H 2.26966500 -1.31824900 0.22953700
C -1.07628100 0.13846300 0.02677400
O -2.07393400 -0.48069000 -0.06672000
![Page 13: Supporting Information - Royal Society of Chemistry · The reaction of CO2 fixation with epoxides was conducted in a 25 mL stainless steel reactor equipped with a magnetic stirrer](https://reader033.vdocument.in/reader033/viewer/2022042323/5f0d8d3f7e708231d43aebf7/html5/thumbnails/13.jpg)
S13
O -0.56523600 1.23058400 0.21394900
EC
C 1.30070600 -0.75534900 0.12228700
C 1.30069200 0.75536800 -0.12231700
O -0.07231700 1.11055200 0.10956900
H 1.92786400 -1.31444500 -0.57014700
H 1.56056900 -1.01459000 1.15169600
H 1.56040500 1.01483000 -1.15167800
H 1.92769300 1.31443900 0.57026100
C -0.85173900 0.00009100 -0.00000900
O -2.03981200 -0.00009800 0.00000200
O -0.07218200 -1.11056500 -0.10955900
A
C -1.69745600 1.28829400 -0.51974200
H -2.27684500 1.01317500 -1.40117400
H -0.73580100 1.69902000 -0.84897700
C -0.53099700 -0.82329100 -0.87812600
H -1.01814800 -0.61021900 -1.83045600
H 0.44499000 -0.33152300 -0.90507700
C -0.45700000 0.32548100 1.38478800
H 0.30286000 1.00517800 0.98462700
H -1.11420800 0.88047300 2.05500900
C -2.56642400 -0.77600900 0.64507300
H -2.98704400 -0.18533100 1.45995800
H -2.21920000 -1.71444700 1.07346000
N -1.33404900 -0.03436300 0.17480500
O 2.88832800 -2.22813700 0.47956300
H 3.46542700 -2.96724700 0.69292800
C 5.29901400 0.82615000 -0.14098500
C 5.07248500 0.35550400 -1.50811800
H 4.51152400 1.40764000 0.32771700
H 6.31338900 0.97285800 0.21910900
H 5.91966900 0.15453500 -2.15775000
H 4.12861600 0.61353100 -1.97792200
Br 1.80670100 2.11821000 -0.83213900
O 4.96094000 -0.55724100 -0.39171800
H 3.50152900 -1.53528000 0.16161800
![Page 14: Supporting Information - Royal Society of Chemistry · The reaction of CO2 fixation with epoxides was conducted in a 25 mL stainless steel reactor equipped with a magnetic stirrer](https://reader033.vdocument.in/reader033/viewer/2022042323/5f0d8d3f7e708231d43aebf7/html5/thumbnails/14.jpg)
S14
C -0.40893700 -2.33604800 -0.71244400
C 0.41464500 -2.91056800 -1.87696600
H -1.39466300 -2.81420100 -0.71135600
H 0.08844300 -2.59915800 0.22028100
C 0.54887700 -4.43299800 -1.79919700
H -0.04998400 -2.63068700 -2.83047300
H 1.40872100 -2.45682600 -1.85827300
H 1.14098100 -4.81743800 -2.63375100
H 1.04689700 -4.73331600 -0.87293400
H -0.42847700 -4.92623600 -1.83104800
C -3.63553200 -1.04523800 -0.41248400
C -4.73417900 -1.96325000 0.14399000
H -3.19393700 -1.51089100 -1.29853800
H -4.09111700 -0.10730000 -0.74246600
C -5.85171100 -2.23007000 -0.86803000
H -4.28871500 -2.91491200 0.45626000
H -5.16076300 -1.51361400 1.04854600
H -6.61684900 -2.88570100 -0.44525300
H -6.34198300 -1.30053000 -1.17239500
H -5.46289400 -2.71188700 -1.77012300
C -2.45707300 2.31930800 0.30828000
C -2.82182900 3.52442900 -0.57501100
H -1.84008300 2.67472400 1.13683100
H -3.37507200 1.90206000 0.73910700
C -3.54304400 4.62757000 0.20357500
H -1.90664800 3.92565500 -1.02140800
H -3.45331300 3.18965900 -1.40688300
H -3.79087900 5.46943400 -0.44770200
H -4.47626900 4.26216500 0.64458900
H -2.91737500 5.01040500 1.01515300
C 0.21439700 -0.81145500 2.14814900
C 0.89897700 -0.24025800 3.40183900
H 0.97771600 -1.29184400 1.53415600
H -0.50538200 -1.57778400 2.45810900
C 1.65647100 -1.31155100 4.19077300
H 1.59447000 0.54840800 3.09622800
H 0.15181100 0.23676400 4.04870100
H 2.14810200 -0.88051800 5.06701400
H 0.98247300 -2.09969100 4.54276500
![Page 15: Supporting Information - Royal Society of Chemistry · The reaction of CO2 fixation with epoxides was conducted in a 25 mL stainless steel reactor equipped with a magnetic stirrer](https://reader033.vdocument.in/reader033/viewer/2022042323/5f0d8d3f7e708231d43aebf7/html5/thumbnails/15.jpg)
S15
H 2.42360200 -1.77889600 3.56809500
TS1
C -0.72355000 1.50004400 -0.57888700
H -1.41421300 1.55662200 -1.42011500
H 0.28785000 1.34925800 -0.96287800
C -0.90404800 -0.92910000 -0.86219500
H -1.20768600 -0.50060700 -1.81768000
H 0.16722800 -1.12192200 -0.91060900
C -0.07081200 0.06257400 1.32353500
H 0.89989600 0.32174200 0.89529100
H -0.33346500 0.85278000 2.02739800
C -2.48096300 0.26105000 0.73520600
H -2.45495800 1.00241100 1.53387600
H -2.66792600 -0.70642600 1.19764400
N -1.07525900 0.20343700 0.16861200
O 1.57890300 -3.34389200 -0.19540300
H 1.77860700 -4.26134200 0.01073200
C 3.60528200 -0.54218400 -0.55118900
C 3.23833300 -1.07231600 -1.87172000
H 2.99207800 -0.82740100 0.28709700
H 4.65178900 -0.37110500 -0.35185200
H 3.83743400 -0.67803300 -2.70183300
H 2.17022700 -0.98826300 -2.12969400
Br 2.96961300 1.83980700 -0.29663200
O 3.64511800 -2.31123300 -1.39238400
H 2.41419700 -2.99935400 -0.66234100
C -3.59337200 0.60397500 -0.25456100
C -4.97194400 0.44508600 0.40531300
H -3.54262000 -0.03830900 -1.13879700
H -3.48509000 1.63394600 -0.60580200
C -6.12232400 0.82857900 -0.52900400
H -5.09823000 -0.59208100 0.73671800
H -5.01456400 1.06324500 1.30982100
H -7.08807800 0.70473100 -0.03337300
H -6.04388600 1.87224600 -0.84749400
H -6.12827000 0.20544200 -1.42828600
C -0.76101500 2.79192500 0.23060400
C -0.48489500 3.99027600 -0.69278200
![Page 16: Supporting Information - Royal Society of Chemistry · The reaction of CO2 fixation with epoxides was conducted in a 25 mL stainless steel reactor equipped with a magnetic stirrer](https://reader033.vdocument.in/reader033/viewer/2022042323/5f0d8d3f7e708231d43aebf7/html5/thumbnails/16.jpg)
S16
H 0.01000100 2.77328700 1.00383900
H -1.73087800 2.93188700 0.72168100
C -0.46900600 5.31946700 0.06598200
H 0.48127000 3.83716500 -1.18303400
H -1.24374300 4.02739300 -1.48441700
H -0.27477000 6.15370300 -0.61253800
H -1.42589600 5.51039200 0.56311800
H 0.31434900 5.32481900 0.82884600
C -0.00423500 -1.27944600 2.04530500
C 0.93350900 -1.16209500 3.25968900
H 0.38596100 -2.05298600 1.37901500
H -0.99317400 -1.59357800 2.39766700
C 1.09338000 -2.49253400 3.99967600
H 1.91551900 -0.81126500 2.92522700
H 0.55311800 -0.39886500 3.94966700
H 1.76424100 -2.38625800 4.85584300
H 0.13172400 -2.85845900 4.37411500
H 1.51053400 -3.25770600 3.33979500
C -1.66054100 -2.23784300 -0.63977500
C -1.38286600 -3.19305500 -1.81271900
H -2.73890000 -2.06355400 -0.57391200
H -1.34492100 -2.72052400 0.28485600
C -2.12580200 -4.52319800 -1.66524400
H -1.67692900 -2.71225700 -2.75406200
H -0.30647500 -3.37645900 -1.85886500
H -1.91363900 -5.18356000 -2.50970600
H -1.81966400 -5.04504000 -0.75364800
H -3.21062500 -4.37926200 -1.62057100
B
C -0.90788700 1.41897600 0.33363700
H -0.67111600 1.69770900 -0.69233200
H -0.00330100 1.02736300 0.81040400
C -1.04501700 -0.85794400 -0.56967000
H -0.43780600 -0.30333200 -1.28368300
H -0.34415500 -1.27370200 0.15783500
C -2.05449800 -0.29751700 1.67115700
H -1.03368900 -0.37042300 2.07388900
H -2.60626500 0.49796400 2.17365200
![Page 17: Supporting Information - Royal Society of Chemistry · The reaction of CO2 fixation with epoxides was conducted in a 25 mL stainless steel reactor equipped with a magnetic stirrer](https://reader033.vdocument.in/reader033/viewer/2022042323/5f0d8d3f7e708231d43aebf7/html5/thumbnails/17.jpg)
S17
C -3.15831400 0.55196100 -0.40726300
H -3.69222400 1.17910900 0.30850500
H -3.72067200 -0.37523600 -0.50558700
N -1.83743400 0.19629800 0.23455600
O 0.95569400 -0.54251100 1.68290400
H 1.52640600 -0.78965500 2.41567700
C 4.39809300 -0.76801100 -0.27393000
C 3.35919900 0.33777400 -0.44339500
H 4.26344100 -1.31336100 0.65729800
H 4.39299200 -1.45455500 -1.11712600
H 3.58109600 0.90402500 -1.35523600
H 3.42797500 1.03298500 0.40570600
Br 6.25209300 -0.03025200 -0.19476100
O 2.08510700 -0.23701600 -0.54732000
H 1.69751000 -0.40092400 0.41309100
C -2.78839000 -1.62145700 1.86039000
C -3.02950100 -1.86790400 3.35866300
H -2.18609200 -2.44450900 1.46904100
H -3.75256300 -1.64033200 1.34018200
C -3.71732700 -3.20784700 3.63342900
H -2.06937700 -1.83215700 3.88402400
H -3.63790900 -1.05310200 3.76937400
H -3.87744000 -3.35633000 4.70438900
H -4.69338100 -3.26312400 3.14096300
H -3.11280800 -4.04413700 3.26988300
C -1.44314400 2.62463000 1.10074100
C -0.43221000 3.78036700 1.01784600
H -1.59580600 2.37613900 2.15444300
H -2.40678900 2.96953200 0.70772300
C -0.87583000 5.01248400 1.81041400
H 0.53704500 3.43172400 1.38844700
H -0.27836700 4.05509500 -0.03229100
H -0.14021100 5.81679200 1.73051100
H -1.83241700 5.40023900 1.44518900
H -0.99555000 4.77788600 2.87249000
C -3.07079800 1.25728700 -1.76046200
C -4.45741000 1.37514200 -2.41071000
H -2.40148500 0.71468000 -2.43410100
H -2.64806400 2.25865800 -1.64027800
![Page 18: Supporting Information - Royal Society of Chemistry · The reaction of CO2 fixation with epoxides was conducted in a 25 mL stainless steel reactor equipped with a magnetic stirrer](https://reader033.vdocument.in/reader033/viewer/2022042323/5f0d8d3f7e708231d43aebf7/html5/thumbnails/18.jpg)
S18
C -4.42060100 2.11656600 -3.74967800
H -4.87577000 0.37276800 -2.55903600
H -5.13882600 1.89283800 -1.72494100
H -5.41832700 2.18399400 -4.19025100
H -4.04082700 3.13548900 -3.62874300
H -3.77365900 1.60454100 -4.46822100
C -1.84043500 -1.93958900 -1.29919100
C -0.86793000 -2.96658800 -1.90418100
H -2.44392300 -1.51271700 -2.10764800
H -2.53131400 -2.45910100 -0.63204400
C -1.58457400 -4.05465500 -2.70767000
H -0.14464100 -2.44903700 -2.54309700
H -0.28245200 -3.42265900 -1.09950100
H -0.87076900 -4.77291500 -3.11894000
H -2.29184300 -4.61094700 -2.08421200
H -2.14483300 -3.62837500 -3.54615000
C
C 1.07413000 1.48359800 0.17956700
H 1.73492400 1.86196500 0.95931800
H 0.14473600 1.12242000 0.63716300
C 1.92060000 -0.70251300 0.86787700
H 2.16662200 -0.03875700 1.69597400
H 0.93374000 -1.11919300 1.06386900
C 0.75384300 -0.40735300 -1.36295100
H -0.20617400 -0.38403000 -0.83881100
H 0.72300400 0.29185400 -2.19941900
C 3.05520900 0.50884800 -1.05231000
H 2.80600900 1.04279100 -1.97022800
H 3.47910000 -0.45117200 -1.34177500
N 1.74365800 0.20941900 -0.36110100
O -0.79942500 -2.53354300 0.77854500
H -1.20235700 -1.60123000 0.82608500
H -1.29577800 -3.06827800 1.40371700
C -3.86499800 -0.55954400 0.41216900
C -2.69615900 0.39732300 0.17288300
H -3.65245600 -1.56094700 0.04364900
H -4.15091700 -0.58828000 1.46077600
H -3.00613200 1.40096600 0.51321000
![Page 19: Supporting Information - Royal Society of Chemistry · The reaction of CO2 fixation with epoxides was conducted in a 25 mL stainless steel reactor equipped with a magnetic stirrer](https://reader033.vdocument.in/reader033/viewer/2022042323/5f0d8d3f7e708231d43aebf7/html5/thumbnails/19.jpg)
S19
H -2.54329600 0.47854500 -0.92276300
Br -5.51542100 0.01319300 -0.56753000
O -1.56679000 -0.05486500 0.83929800
C -1.43186100 0.62594600 3.16153700
O -0.30067200 0.35652400 3.27809100
O -2.53854200 0.97071200 3.27830700
C 1.03693100 -1.81444400 -1.87937600
C 0.03686400 -2.15876600 -2.99549500
H 0.90564200 -2.53437300 -1.07028700
H 2.05405200 -1.90973100 -2.27626000
C 0.21224000 -3.58760300 -3.51603200
H -0.98044500 -2.03408300 -2.61122700
H 0.14875500 -1.44881400 -3.82441000
H -0.50770500 -3.80824200 -4.30825000
H 1.21564500 -3.74336100 -3.92585700
H 0.05981600 -4.31623400 -2.71496300
C 2.96377500 -1.81696000 0.78814600
C 2.89456200 -2.66762900 2.06741800
H 3.97549200 -1.40908100 0.68852200
H 2.79301100 -2.46493100 -0.07221100
C 3.93042800 -3.79456200 2.08000300
H 3.04202300 -2.02380800 2.94235700
H 1.88677600 -3.08360900 2.15672000
H 3.85815700 -4.38328600 2.99796700
H 3.78404800 -4.47710800 1.23720200
H 4.95077800 -3.40233900 2.01761700
C 4.07117200 1.31063200 -0.24046000
C 5.41328100 1.40256200 -0.98198800
H 4.23225400 0.85146900 0.73931400
H 3.69672200 2.32149800 -0.05657100
C 6.45169400 2.23396400 -0.22403400
H 5.80518000 0.39284600 -1.15097800
H 5.25092500 1.83799200 -1.97509800
H 7.39506200 2.28075300 -0.77336800
H 6.10432700 3.26024200 -0.07220600
H 6.66129000 1.80483900 0.76033900
C 0.77212600 2.58490600 -0.83276900
C 0.15725300 3.79603900 -0.11110400
H 0.06080500 2.23559600 -1.58510400
![Page 20: Supporting Information - Royal Society of Chemistry · The reaction of CO2 fixation with epoxides was conducted in a 25 mL stainless steel reactor equipped with a magnetic stirrer](https://reader033.vdocument.in/reader033/viewer/2022042323/5f0d8d3f7e708231d43aebf7/html5/thumbnails/20.jpg)
S20
H 1.67360800 2.91071100 -1.36448900
C -0.20692600 4.93252300 -1.06966100
H -0.73688500 3.47097900 0.43028300
H 0.85996100 4.16512400 0.64556400
H -0.63619400 5.77908100 -0.52817000
H 0.67222600 5.29589800 -1.61151800
H -0.94378300 4.60520100 -1.80886600
D
C -1.98359900 1.64532600 -0.35717100
H -2.34560300 1.74699100 -1.38031000
H -0.89242200 1.62386400 -0.37133400
C -1.69530700 -0.71958100 -0.89980400
H -1.73549400 -0.21180800 -1.86438200
H -0.65319800 -0.72906300 -0.58044000
C -1.85465800 0.03784800 1.51719800
H -0.80718500 0.34009400 1.45408300
H -2.40276900 0.75627100 2.12776300
C -3.90066700 0.06616600 0.09189300
H -4.27812400 0.67945000 0.91139400
H -4.09550200 -0.97263700 0.35076900
N -2.39575900 0.23340100 0.09129800
O 0.70284600 -2.77754200 0.67339400
H 1.24781600 -3.54698100 0.86026700
C 4.92101100 0.49032600 -0.87149200
C 4.38747200 1.04054800 0.44223900
H 4.45117300 -0.45463500 -1.12627900
H 4.82129400 1.20897700 -1.68150600
H 4.91883600 1.95301400 0.71795600
H 4.49215300 0.29846200 1.23423000
Br 6.86512600 0.11119300 -0.72663100
O 3.01927500 1.42159500 0.28572400
C 2.05452600 0.41082200 0.38661700
O 0.88555400 0.82621400 0.26646600
O 2.46293600 -0.75535300 0.57878600
H 1.34464200 -2.01653600 0.64928600
C -2.48278500 2.81224900 0.49025100
C -2.04793300 4.14179400 -0.14899200
H -2.06442500 2.76257600 1.49834500
![Page 21: Supporting Information - Royal Society of Chemistry · The reaction of CO2 fixation with epoxides was conducted in a 25 mL stainless steel reactor equipped with a magnetic stirrer](https://reader033.vdocument.in/reader033/viewer/2022042323/5f0d8d3f7e708231d43aebf7/html5/thumbnails/21.jpg)
S21
H -3.57443000 2.80464300 0.58969100
C -2.47400300 5.35901600 0.67575100
H -0.95960000 4.13940100 -0.26718000
H -2.46943100 4.21756000 -1.15856300
H -2.15346000 6.28808700 0.19799900
H -3.56170000 5.40296700 0.79169000
H -2.03233400 5.33200100 1.67624900
C -1.96151700 -1.35224600 2.13609700
C -1.52727700 -1.28585600 3.61038300
H -1.29525700 -2.04555800 1.61946700
H -2.98423300 -1.74388000 2.08906700
C -1.56094500 -2.65753800 4.28912400
H -0.51167600 -0.87976000 3.66298000
H -2.17265700 -0.58762200 4.15843500
H -1.24306900 -2.58830400 5.33272900
H -2.56944800 -3.08403800 4.27638900
H -0.89345800 -3.35857300 3.78113200
C -2.25461700 -2.13127600 -1.06061400
C -1.38469700 -2.91136000 -2.06050700
H -3.28569600 -2.10806100 -1.43021300
H -2.25746500 -2.66979600 -0.11336400
C -1.91295000 -4.32594100 -2.31188900
H -1.33675600 -2.36460700 -3.01050700
H -0.36802100 -2.96129600 -1.66225800
H -1.27692800 -4.86081500 -3.02187500
H -1.93472500 -4.90743200 -1.38528200
H -2.92849200 -4.31157800 -2.72185200
C -4.61674000 0.43013700 -1.20785100
C -6.10089500 0.03931900 -1.14119400
H -4.15089200 -0.07377700 -2.05989300
H -4.54132400 1.50483500 -1.39679600
C -6.87250800 0.42872300 -2.40478000
H -6.18431300 -1.04153200 -0.97905500
H -6.56381700 0.51631800 -0.26914700
H -7.92235500 0.13520900 -2.33008500
H -6.84107000 1.50945400 -2.57212300
H -6.45402500 -0.05761800 -3.29099200
TS2
![Page 22: Supporting Information - Royal Society of Chemistry · The reaction of CO2 fixation with epoxides was conducted in a 25 mL stainless steel reactor equipped with a magnetic stirrer](https://reader033.vdocument.in/reader033/viewer/2022042323/5f0d8d3f7e708231d43aebf7/html5/thumbnails/22.jpg)
S22
C -2.19122100 1.61160700 -0.43690400
H -2.67423500 1.63827100 -1.41340400
H -1.11194900 1.66273000 -0.58375300
C -1.80460300 -0.75680200 -0.90842800
H -1.98421600 -0.29980800 -1.88236100
H -0.73485500 -0.69562200 -0.71127900
C -1.73456500 0.11073500 1.47510100
H -0.72757300 0.48322900 1.28380400
H -2.26002700 0.81695600 2.11861500
C -3.92793700 -0.06129300 0.30523200
H -4.24843500 0.57164600 1.13375300
H -4.01652700 -1.09438400 0.63492500
N -2.44805900 0.20031800 0.11629000
O 0.97708900 -2.54798200 0.43758700
H 1.55698800 -3.30477900 0.56335300
C 4.46615600 -0.08724800 -0.14889800
C 4.31976300 1.38401100 -0.49054900
H 4.73188600 -0.39520500 0.84524200
H 4.52348200 -0.82375400 -0.92992000
H 4.72846800 1.59999400 -1.47350200
H 4.81576400 2.00701400 0.25011100
Br 7.00971600 0.06227400 -0.46282500
O 2.91388100 1.77414300 -0.51910400
C 2.06424200 0.79235100 -0.15828400
O 0.85405100 1.01321700 -0.13487000
O 2.63537800 -0.32817500 0.13632100
H 1.58082000 -1.77958600 0.35021400
C -1.66304900 -1.25171100 2.15988100
C -1.07852000 -1.07981700 3.57222900
H -1.00779500 -1.92083800 1.59954200
H -2.65103600 -1.71756400 2.24299100
C -0.93299000 -2.41399200 4.30860000
H -0.09789000 -0.59795000 3.49652000
H -1.71424500 -0.40381600 4.15754400
H -0.51216100 -2.26768100 5.30648900
H -1.90083100 -2.91206300 4.42577100
H -0.27074000 -3.09101700 3.76250200
C -2.66887400 2.78565900 0.41301400
C -2.41864700 4.10619700 -0.33529800
![Page 23: Supporting Information - Royal Society of Chemistry · The reaction of CO2 fixation with epoxides was conducted in a 25 mL stainless steel reactor equipped with a magnetic stirrer](https://reader033.vdocument.in/reader033/viewer/2022042323/5f0d8d3f7e708231d43aebf7/html5/thumbnails/23.jpg)
S23
H -2.12943000 2.81966400 1.36249500
H -3.73619900 2.70627500 0.64752200
C -2.82688200 5.33311500 0.48403900
H -1.35702700 4.17379400 -0.59441600
H -2.96908000 4.09833600 -1.28356000
H -2.64114900 6.25459100 -0.07280200
H -3.89096800 5.30780400 0.73943000
H -2.26007000 5.39104300 1.41778400
C -4.81699900 0.18063400 -0.91358300
C -6.24722600 -0.31519800 -0.64918200
H -4.41702600 -0.33234500 -1.79324200
H -4.85131000 1.24622300 -1.15779000
C -7.19041900 -0.05458400 -1.82641400
H -6.22316800 -1.38862400 -0.42881400
H -6.64144800 0.17321400 0.24982300
H -8.19671900 -0.42143400 -1.61120900
H -7.26676700 1.01455800 -2.04544700
H -6.84099600 -0.55638100 -2.73358200
C -2.28421000 -2.20593200 -0.94593700
C -1.48932700 -2.97716600 -2.01356800
H -3.35027600 -2.26321000 -1.18984100
H -2.14251900 -2.69927900 0.01552900
C -1.93732300 -4.43604200 -2.13229000
H -1.60211100 -2.47984200 -2.98473500
H -0.42871200 -2.93555000 -1.75200900
H -1.35833600 -4.96160000 -2.89563700
H -1.79809900 -4.96898400 -1.18695000
H -2.99454600 -4.51259700 -2.40688500
E
C -0.06993700 0.63860700 1.21522400
H 0.07056300 1.59168700 0.70866100
H 0.77614300 -0.01011600 0.97275200
C -0.86970900 -0.15644800 -0.94920700
H -0.33040300 0.75799500 -1.18829500
H -0.15293400 -0.98163600 -0.97121700
C -1.43215300 -1.41245100 1.18182100
H -0.42596300 -1.84236500 1.18282400
H -1.73855300 -1.21604200 2.20954100
![Page 24: Supporting Information - Royal Society of Chemistry · The reaction of CO2 fixation with epoxides was conducted in a 25 mL stainless steel reactor equipped with a magnetic stirrer](https://reader033.vdocument.in/reader033/viewer/2022042323/5f0d8d3f7e708231d43aebf7/html5/thumbnails/24.jpg)
S24
C -2.54083000 0.77639300 0.71950700
H -2.81619100 0.67789500 1.77053000
H -3.31271300 0.27638500 0.13668000
N -1.27314700 -0.03279400 0.53389900
O -0.06678100 2.96544500 -2.16093400
H 0.05370400 3.43384700 -2.99162000
C 4.20213800 -0.24708100 -1.68226200
C 4.63004300 -0.01139200 -0.22377600
H 3.66570900 -1.18891600 -1.79072700
H 5.01718600 -0.16032800 -2.40083000
H 5.69043700 0.21123500 -0.10482300
H 4.31254100 -0.83129400 0.41928600
Br 1.94080700 -2.37446600 0.18158100
O 3.88546400 1.17133200 0.16357800
C 3.09529800 1.56897100 -0.83816500
O 2.32222400 2.49341300 -0.75714300
O 3.26892500 0.83235100 -1.94176600
H 0.82613100 2.88891000 -1.77497100
C -1.98456400 -0.32806000 -1.97960000
C -1.36338400 -0.55744000 -3.36777600
H -2.60823500 0.57017800 -2.02366000
H -2.64212000 -1.16572500 -1.74219500
C -2.41999400 -0.69347400 -4.46724400
H -0.69308600 0.27652500 -3.59895400
H -0.74025500 -1.45762800 -3.33979400
H -1.95361200 -0.85548300 -5.44246500
H -3.08809400 -1.53915500 -4.27569400
H -3.03666300 0.20801400 -4.54008800
C -2.45321300 2.25185400 0.32980300
C -3.85179200 2.88569200 0.29996900
H -1.96997500 2.37954000 -0.64247300
H -1.83460000 2.79373500 1.05144700
C -3.81246400 4.38528100 -0.00683400
H -4.46499100 2.37480600 -0.45209600
H -4.35181400 2.72341200 1.26312100
H -4.82012500 4.80783800 -0.03632600
H -3.24497400 4.92955200 0.75385800
H -3.33753900 4.57759200 -0.97285000
C -0.16186400 0.84768000 2.72406600
![Page 25: Supporting Information - Royal Society of Chemistry · The reaction of CO2 fixation with epoxides was conducted in a 25 mL stainless steel reactor equipped with a magnetic stirrer](https://reader033.vdocument.in/reader033/viewer/2022042323/5f0d8d3f7e708231d43aebf7/html5/thumbnails/25.jpg)
S25
C 1.06297100 1.63839700 3.21431700
H -0.18763300 -0.11175400 3.24720700
H -1.07079300 1.39435300 3.00047700
C 1.05929900 1.84448300 4.73100200
H 1.97307600 1.10912600 2.91524100
H 1.09591900 2.60966600 2.70870500
H 1.93773900 2.41035800 5.05136100
H 0.17198300 2.39659500 5.05768000
H 1.07042900 0.88728600 5.26120600
C -2.39932000 -2.40287600 0.54184800
C -2.50568900 -3.65706400 1.42506400
H -2.03035100 -2.70495100 -0.44053100
H -3.39836000 -1.97434000 0.40605600
C -3.41441300 -4.72877800 0.81773600
H -1.50268300 -4.06845600 1.57792400
H -2.88263000 -3.37532800 2.41577200
H -3.47024600 -5.60819300 1.46427100
H -4.43382600 -4.35556600 0.67551700
H -3.03958900 -5.05747800 -0.15597800
F
C -1.62128400 1.10147000 -0.52052700
H -2.23115900 0.70276600 -1.33102300
H -0.76052900 1.62398800 -0.95443400
C -0.18505300 -0.83416600 -0.89808000
H -0.76868800 -0.74124000 -1.81482200
H 0.70231000 -0.20714300 -1.02150700
C -0.10771700 0.41945500 1.30713000
H 0.49682200 1.19577900 0.82555500
H -0.78777900 0.88498300 2.02121700
C -2.08067500 -1.01274700 0.78495800
H -2.51615600 -0.45812500 1.61728700
H -1.56485300 -1.87392700 1.20582400
N -1.01310000 -0.12061700 0.18875800
C 4.48491600 0.09360600 0.23025100
C 4.32235900 -0.46019500 -1.11405500
H 3.95466100 1.01232500 0.46316100
H 5.38955400 -0.11826900 0.79464400
H 5.10691300 -1.08072900 -1.53977900
![Page 26: Supporting Information - Royal Society of Chemistry · The reaction of CO2 fixation with epoxides was conducted in a 25 mL stainless steel reactor equipped with a magnetic stirrer](https://reader033.vdocument.in/reader033/viewer/2022042323/5f0d8d3f7e708231d43aebf7/html5/thumbnails/26.jpg)
S26
H 3.68118500 0.07833800 -1.80590500
Br 1.70956200 2.35948400 -1.15803200
O 3.63635900 -1.05221800 0.00898300
C 0.17042100 -2.30392000 -0.68327400
C 1.02999700 -2.80101200 -1.85766400
H -0.73042700 -2.92442100 -0.62221600
H 0.72848100 -2.45196800 0.24067700
C 1.41709600 -4.27508400 -1.71501100
H 0.48657100 -2.65228900 -2.79853700
H 1.93333900 -2.18828900 -1.91654600
H 2.02054000 -4.60575500 -2.56416100
H 2.00447100 -4.44033700 -0.80719300
H 0.53298500 -4.91935400 -1.66559300
C -3.17973400 -1.47285600 -0.17103600
C -4.08813700 -2.51580100 0.49786000
H -2.74607300 -1.90435000 -1.07800600
H -3.79005500 -0.62223400 -0.48731400
C -5.22478700 -2.98115000 -0.41591400
H -3.48633700 -3.37973700 0.80303800
H -4.50871900 -2.09481600 1.41879700
H -5.85413300 -3.72062200 0.08508800
H -5.86530700 -2.14444400 -0.71028400
H -4.83626200 -3.44022300 -1.32988400
C -2.44292600 2.05940300 0.33535500
C -3.03481400 3.16542900 -0.55448400
H -1.81359600 2.52964700 1.09459100
H -3.25807700 1.54455200 0.85768200
C -3.83372100 4.19887400 0.24345900
H -2.21861800 3.66193600 -1.08886000
H -3.67850400 2.71394400 -1.31912900
H -4.24241200 4.97051900 -0.41370700
H -4.67221300 3.73549800 0.77358600
H -3.20284700 4.69690000 0.98541100
C 0.80359900 -0.56640500 2.03024900
C 1.46894700 0.14232000 3.22241000
H 1.58798100 -0.91767400 1.35686200
H 0.25462000 -1.43878000 2.40244100
C 2.44204100 -0.76871400 3.97543600
H 2.00007200 1.02778200 2.85795300
![Page 27: Supporting Information - Royal Society of Chemistry · The reaction of CO2 fixation with epoxides was conducted in a 25 mL stainless steel reactor equipped with a magnetic stirrer](https://reader033.vdocument.in/reader033/viewer/2022042323/5f0d8d3f7e708231d43aebf7/html5/thumbnails/27.jpg)
S27
H 0.69737100 0.50585400 3.91248100
H 2.91132900 -0.23960100 4.80896300
H 1.93012700 -1.64570400 4.38493300
H 3.23639900 -1.12570000 3.31427700
TS3
C -0.11720800 1.45652900 -0.53967900
H -0.77721900 1.74395300 -1.35757100
H 0.76712400 0.97690700 -0.96270600
C -1.10520400 -0.77695500 -0.80158100
H -1.32841100 -0.26100400 -1.73571700
H -0.16189200 -1.30857400 -0.94610000
C 0.08502000 -0.10092400 1.35854400
H 1.08966600 -0.09519300 0.93105400
H 0.04878700 0.70059100 2.09655800
C -2.14569700 0.86050400 0.83425300
H -1.85984800 1.57535300 1.60592600
H -2.60904000 0.01092400 1.33440300
N -0.85301100 0.34658900 0.22813600
C 2.55286500 -1.72072500 -0.98626500
C 1.92151700 -1.61026200 -2.31324700
H 1.91297000 -1.65111000 -0.12723900
H 3.39881300 -2.38622700 -0.88419600
H 2.63759300 -1.70691400 -3.14355200
H 1.33783100 -0.68502000 -2.47850900
Br 3.65766700 0.37044100 -0.27337200
O 1.20347100 -2.74681000 -2.00748400
C -2.21150200 -1.79425300 -0.52278500
C -2.27807700 -2.78381500 -1.70212500
H -3.18730800 -1.31248700 -0.40340100
H -2.01703000 -2.35434700 0.39285000
C -3.29208000 -3.90486500 -1.46493000
H -2.54602000 -2.23629900 -2.61408200
H -1.27861700 -3.19507300 -1.87560300
H -3.32935100 -4.58162700 -2.32201900
H -3.02497200 -4.50165400 -0.58723100
H -4.30253300 -3.51231300 -1.30712800
C -3.13170400 1.51096400 -0.13510500
C -4.46204100 1.81733000 0.57035700
![Page 28: Supporting Information - Royal Society of Chemistry · The reaction of CO2 fixation with epoxides was conducted in a 25 mL stainless steel reactor equipped with a magnetic stirrer](https://reader033.vdocument.in/reader033/viewer/2022042323/5f0d8d3f7e708231d43aebf7/html5/thumbnails/28.jpg)
S28
H -3.32158900 0.85989000 -0.99300100
H -2.71749500 2.44299300 -0.53038700
C -5.47023200 2.51440100 -0.34669500
H -4.89483100 0.88419700 0.94921200
H -4.27165700 2.44573000 1.44842500
H -6.40427900 2.71955700 0.18165300
H -5.07986500 3.46823900 -0.71363200
H -5.70972800 1.89569500 -1.21660500
C 0.30855600 2.68324800 0.26029200
C 0.99963800 3.69297600 -0.67159100
H 1.01869100 2.40173100 1.04092900
H -0.54914100 3.16618700 0.74256400
C 1.48478500 4.93760000 0.07555500
H 1.85059700 3.19922900 -1.15071900
H 0.30886500 3.98867900 -1.47085200
H 1.97125700 5.63773800 -0.60786400
H 0.65612800 5.46560900 0.55905400
H 2.21177700 4.67115300 0.84782300
C -0.20048500 -1.43663900 2.03605000
C 0.76850000 -1.63754800 3.21392900
H -0.06720700 -2.25827000 1.32814800
H -1.22898800 -1.48650700 2.40878800
C 0.58402100 -2.99509300 3.89678200
H 1.79841700 -1.54353200 2.85418600
H 0.62390700 -0.83417200 3.94613200
H 1.27883700 -3.10917400 4.73230100
H -0.43104600 -3.11034500 4.29014500
H 0.76774200 -3.81642300 3.19834500
G
C -1.16581800 1.51896200 -0.38582100
H -1.57436100 1.55930200 -1.39597600
H -0.06606800 1.48237300 -0.43448800
C -0.88636200 -0.85822500 -0.82360000
H -1.04807900 -0.42525100 -1.81209800
H 0.18708100 -0.77052300 -0.60755300
C -0.89655600 0.02821800 1.55485400
H 0.14800900 0.33359900 1.37936100
H -1.41911800 0.76916000 2.16102300
![Page 29: Supporting Information - Royal Society of Chemistry · The reaction of CO2 fixation with epoxides was conducted in a 25 mL stainless steel reactor equipped with a magnetic stirrer](https://reader033.vdocument.in/reader033/viewer/2022042323/5f0d8d3f7e708231d43aebf7/html5/thumbnails/29.jpg)
S29
C -3.03634000 -0.05692900 0.26980700
H -3.37313900 0.60809100 1.06651000
H -3.20130300 -1.07754900 0.61238300
N -1.54064900 0.12830400 0.16192400
C 3.69137400 -0.10274800 -0.72394700
C 2.90594800 0.82260500 0.20890700
H 3.57678300 -1.14701600 -0.44023700
H 3.40936400 0.04342300 -1.76459600
H 3.13788300 1.86937500 -0.07788400
H 3.31313400 0.69539700 1.23364700
Br 5.68613400 0.22070900 -0.68384000
O 1.57525700 0.50425700 0.09912300
C -1.39014700 -2.30032000 -0.83773300
C -0.56046300 -3.12234200 -1.83887600
H -2.44408600 -2.35339900 -1.13369100
H -1.31600700 -2.76822200 0.14450400
C -1.02123400 -4.57915400 -1.93248500
H -0.61832500 -2.65574100 -2.82929300
H 0.49383300 -3.08471900 -1.54666200
H -0.41467300 -5.13772700 -2.64970500
H -0.93861600 -5.08446200 -0.96529000
H -2.06489100 -4.64830000 -2.25568000
C -3.84159000 0.20306200 -1.00246000
C -5.31659300 -0.17696100 -0.80438900
H -3.43249400 -0.36831600 -1.84097500
H -3.78184000 1.25877100 -1.28178500
C -6.17287200 0.11056700 -2.04063900
H -5.38723300 -1.24089700 -0.54980000
H -5.72103700 0.37094800 0.05497100
H -7.21487400 -0.17216800 -1.87239900
H -6.15442800 1.17400300 -2.29734900
H -5.81348700 -0.44744300 -2.91048800
C -1.64265500 2.72445000 0.41755400
C -1.28228500 4.01998200 -0.32879900
H -1.16109200 2.74721200 1.39824700
H -2.72606000 2.70436000 0.58768700
C -1.67997300 5.27901000 0.44593500
H -0.20456200 4.03086900 -0.52111400
H -1.77105700 4.02379900 -1.31046900
![Page 30: Supporting Information - Royal Society of Chemistry · The reaction of CO2 fixation with epoxides was conducted in a 25 mL stainless steel reactor equipped with a magnetic stirrer](https://reader033.vdocument.in/reader033/viewer/2022042323/5f0d8d3f7e708231d43aebf7/html5/thumbnails/30.jpg)
S30
H -1.41315700 6.18243500 -0.10823100
H -2.75836800 5.30978900 0.63220900
H -1.17301700 5.32299100 1.41438400
C -0.92868200 -1.31920600 2.26944200
C -0.43413600 -1.13944300 3.71419100
H -0.26448600 -2.02523800 1.76630800
H -1.93085300 -1.76202900 2.29205400
C -0.36431500 -2.46054800 4.48469000
H 0.55587100 -0.67200100 3.69534400
H -1.09631500 -0.44226300 4.24181400
H -0.01051500 -2.30173400 5.50655300
H -1.34639500 -2.94066000 4.54422300
H 0.32194400 -3.16312900 4.00272300
H
C -2.26790000 1.27836900 -0.77358600
H -2.60070100 0.93020800 -1.75153100
H -1.23649300 1.63566600 -0.84697300
C -1.16311900 -0.89456300 -0.60725200
H -1.34550400 -0.75344300 -1.67329800
H -0.17701400 -0.48035700 -0.36786800
C -1.62011600 0.48721300 1.46866000
H -0.81246600 1.17768800 1.21392900
H -2.43578400 1.04218800 1.93387400
C -3.52216000 -0.63080600 0.30347900
H -4.11170700 0.05297500 0.91566900
H -3.34909800 -1.52738000 0.89711600
N -2.17199300 0.02404700 0.10960300
C 4.42611000 0.63947200 -1.00268600
C 4.01127400 1.28767400 0.30923800
H 3.69659600 -0.09562600 -1.32889300
H 4.61164700 1.37781100 -1.77902900
H 4.77853500 1.98605900 0.64867400
H 3.84204600 0.52520000 1.07028400
Br 6.13466400 -0.35410400 -0.78826200
O 2.83500700 2.06618800 0.10128300
C 1.60037200 1.39265000 0.14347900
O 0.62198600 2.14312200 -0.03892100
O 1.62007500 0.15895500 0.35568000
![Page 31: Supporting Information - Royal Society of Chemistry · The reaction of CO2 fixation with epoxides was conducted in a 25 mL stainless steel reactor equipped with a magnetic stirrer](https://reader033.vdocument.in/reader033/viewer/2022042323/5f0d8d3f7e708231d43aebf7/html5/thumbnails/31.jpg)
S31
C -3.17634300 2.39947000 -0.27818200
C -3.16717000 3.55810400 -1.28922200
H -2.82711100 2.78020400 0.68446700
H -4.20787300 2.05465700 -0.13963100
C -4.03938400 4.73502400 -0.84483700
H -2.13563800 3.89583100 -1.42987700
H -3.51207700 3.19482300 -2.26490300
H -4.01295000 5.54223100 -1.58099900
H -5.08453100 4.43423800 -0.71878900
H -3.69241200 5.14531100 0.10808600
C -1.10320800 -0.57742500 2.42968100
C -0.72739400 0.08250100 3.76668700
H -0.20810800 -1.04172700 2.01215400
H -1.84738300 -1.35944400 2.61851700
C -0.13418700 -0.91488000 4.76532100
H -0.00493600 0.88277500 3.57661700
H -1.61338900 0.55864300 4.20484800
H 0.12415500 -0.42235400 5.70622000
H -0.84109600 -1.71901100 4.99431100
H 0.77654700 -1.37181100 4.36825200
C -1.20376300 -2.38980700 -0.29108800
C -0.03885600 -3.08986700 -1.01230700
H -2.14578200 -2.84532900 -0.61525000
H -1.11199700 -2.57570000 0.77959600
C -0.00947200 -4.59862500 -0.75574800
H -0.11456700 -2.90410500 -2.09041300
H 0.90187400 -2.63577900 -0.68732800
H 0.82693600 -5.06838600 -1.27916100
H 0.10450100 -4.81686600 0.31053300
H -0.92983500 -5.08258500 -1.09877800
C -4.28860500 -0.97976400 -0.97197700
C -5.54372900 -1.80278600 -0.64546300
H -3.65589000 -1.54698500 -1.66079400
H -4.58791400 -0.06803500 -1.49704100
C -6.36947300 -2.14141200 -1.88943900
H -5.24805700 -2.72874100 -0.13864700
H -6.16670600 -1.24924600 0.06700400
H -7.25049900 -2.73244400 -1.62791400
H -6.71572900 -1.23504100 -2.39494300
![Page 32: Supporting Information - Royal Society of Chemistry · The reaction of CO2 fixation with epoxides was conducted in a 25 mL stainless steel reactor equipped with a magnetic stirrer](https://reader033.vdocument.in/reader033/viewer/2022042323/5f0d8d3f7e708231d43aebf7/html5/thumbnails/32.jpg)
S32
H -5.78268300 -2.72015400 -2.60904400
TS4
C -2.45198000 1.20624300 -0.74527400
H -2.87065700 0.80310100 -1.66732300
H -1.48541200 1.66447200 -0.96543100
C -1.12360600 -0.84953700 -0.70183900
H -1.45819100 -0.75282200 -1.73528900
H -0.16409600 -0.33684400 -0.60831200
C -1.43650100 0.53432800 1.39995300
H -0.72570600 1.27848600 1.03652000
H -2.22908700 1.04148800 1.95102300
C -3.35532600 -0.78910800 0.51319800
H -3.91908600 -0.15204800 1.19542300
H -3.01512900 -1.65147000 1.08404700
N -2.11272700 -0.01108500 0.13143800
C 3.60186600 0.23875200 -0.29945800
C 3.89954300 1.69077700 -0.62368100
H 3.68608500 -0.13283800 0.70402700
H 3.44339700 -0.47475400 -1.08719200
H 4.41799500 1.77545200 -1.57499300
H 4.51129800 2.14060200 0.15619700
Br 6.03573800 -0.41356600 -0.48099400
O 2.68004700 2.47431900 -0.73460600
C 1.55135100 1.80082300 -0.41284100
O 0.46862600 2.38587300 -0.45058600
O 1.73351000 0.56429700 -0.09041100
C -3.39992800 2.23937100 -0.14517200
C -3.66839500 3.35711300 -1.16741600
H -2.96401100 2.68929800 0.74991600
H -4.35450100 1.78782800 0.14738900
C -4.59240900 4.44663200 -0.61784600
H -2.71357800 3.80034900 -1.46769100
H -4.10960000 2.92509900 -2.07362000
H -4.76484400 5.22594400 -1.36398600
H -5.56720700 4.03858400 -0.33231900
H -4.15809900 4.92470000 0.26502900
C -0.72619400 -0.45635900 2.31666600
C -0.25468900 0.27057500 3.58751100
![Page 33: Supporting Information - Royal Society of Chemistry · The reaction of CO2 fixation with epoxides was conducted in a 25 mL stainless steel reactor equipped with a magnetic stirrer](https://reader033.vdocument.in/reader033/viewer/2022042323/5f0d8d3f7e708231d43aebf7/html5/thumbnails/33.jpg)
S33
H 0.14907200 -0.86813700 1.81096300
H -1.37722800 -1.28842400 2.60682900
C 0.52934700 -0.64553000 4.53053800
H 0.37175800 1.12157900 3.30020400
H -1.12174700 0.68625100 4.11524800
H 0.84731800 -0.10564700 5.42568100
H -0.07637300 -1.49794000 4.85424700
H 1.42690300 -1.03762500 4.04428100
C -0.97703500 -2.33366800 -0.36667800
C 0.09904600 -2.95932700 -1.27119900
H -1.91884400 -2.87003800 -0.51948200
H -0.69012100 -2.48308500 0.67477300
C 0.29044300 -4.45488400 -1.00694800
H -0.17388600 -2.80522800 -2.32195200
H 1.04601700 -2.43267700 -1.11918100
H 1.05924300 -4.87118700 -1.66181100
H 0.60273400 -4.63808100 0.02541700
H -0.63452300 -5.01384600 -1.18134800
C -4.24984800 -1.23834100 -0.64103700
C -5.36619500 -2.16454800 -0.13371300
H -3.66668200 -1.76257500 -1.40379700
H -4.70438700 -0.37276600 -1.13124400
C -6.31567300 -2.61270700 -1.24788000
H -4.91912800 -3.04471500 0.34280900
H -5.93732600 -1.65010500 0.64806400
H -7.09495500 -3.27127800 -0.85730500
H -6.80931200 -1.75695700 -1.71782700
H -5.78020500 -3.15927400 -2.02974400
I
C 0.08707200 0.96711900 -1.03502600
H -0.12425900 1.77466100 -0.33664300
H -0.77851600 0.29798400 -1.05335500
C 0.64522800 -0.29738200 0.98083000
H 0.08727300 0.56288200 1.34727600
H -0.08333500 -1.07986600 0.75006000
C 1.41574200 -1.08912000 -1.30248700
H 0.41075100 -1.48310800 -1.48286600
H 1.81350500 -0.68517900 -2.23378700
![Page 34: Supporting Information - Royal Society of Chemistry · The reaction of CO2 fixation with epoxides was conducted in a 25 mL stainless steel reactor equipped with a magnetic stirrer](https://reader033.vdocument.in/reader033/viewer/2022042323/5f0d8d3f7e708231d43aebf7/html5/thumbnails/34.jpg)
S34
C 2.49284000 0.91111200 -0.26925100
H 2.86894200 1.04737900 -1.28415400
H 3.19982100 0.26865200 0.25328000
N 1.20528000 0.12579500 -0.39168900
C -4.11231300 -0.25309300 1.60591600
C -4.41016500 0.55029300 0.33024500
H -3.70069700 -1.23371400 1.36759300
H -4.95880900 -0.32557800 2.28790200
H -5.36951600 1.06982900 0.35175000
H -4.30730600 -0.06278200 -0.56385800
Br -2.08536000 -2.06868100 -0.82873300
O -3.36506200 1.55099700 0.30989200
C -2.62782100 1.48052100 1.43189800
O -1.68016400 2.18389800 1.66119900
O -3.07826000 0.52286400 2.25991600
C 0.36279400 1.52200200 -2.42936300
C -0.81162400 2.41040700 -2.87416700
H 0.48024800 0.71369100 -3.15608600
H 1.28341100 2.11664600 -2.45312000
C -0.61806200 2.97817900 -4.28228700
H -1.73541100 1.82512200 -2.83434100
H -0.93837200 3.23016500 -2.15854300
H -1.46349500 3.60818200 -4.57010000
H 0.28778400 3.58993300 -4.34611300
H -0.53359600 2.17866500 -5.02458100
C 2.31724200 -2.21683200 -0.81052100
C 2.50289200 -3.24756000 -1.93651000
H 1.85763300 -2.71956200 0.04286400
H 3.30054600 -1.85211500 -0.49370700
C 3.34304200 -4.45065500 -1.50060200
H 1.51773400 -3.58880000 -2.27051800
H 2.97535100 -2.76356200 -2.79992100
H 3.46055500 -5.16448800 -2.31972800
H 4.34413500 -4.14445900 -1.18002300
H 2.87157200 -4.97882200 -0.66671800
C 1.63544700 -0.73369400 2.05968300
C 0.85747400 -1.21972700 3.29512400
H 2.27955400 0.09977800 2.35921200
H 2.29262800 -1.53509800 1.71908600
![Page 35: Supporting Information - Royal Society of Chemistry · The reaction of CO2 fixation with epoxides was conducted in a 25 mL stainless steel reactor equipped with a magnetic stirrer](https://reader033.vdocument.in/reader033/viewer/2022042323/5f0d8d3f7e708231d43aebf7/html5/thumbnails/35.jpg)
S35
C 1.77995600 -1.62970200 4.44573900
H 0.17827200 -0.42849500 3.62996100
H 0.22261000 -2.06458200 3.00881100
H 1.20221700 -1.97379800 5.30722500
H 2.44932300 -2.44360600 4.14959900
H 2.40099700 -0.79137200 4.77706600
C 2.38273700 2.26122500 0.43797200
C 3.77358600 2.86830700 0.67572100
H 1.86459400 2.15815100 1.39539600
H 1.78840700 2.95623700 -0.16102200
C 3.70866500 4.24558000 1.34112900
H 4.36588500 2.18777200 1.29890600
H 4.30573300 2.94939200 -0.27990000
H 4.71012100 4.65125000 1.50469500
H 3.15702000 4.95898300 0.72187900
H 3.20681700 4.19296800 2.31170700
J
C -3.28526300 0.50729300 -0.27258400
H -3.73215000 0.09007400 -1.17486400
H -2.76383900 1.43391300 -0.53798800
C -1.21632200 -0.49228300 -1.08833900
H -1.86937500 -0.45034500 -1.96093000
H -0.68584400 0.46258500 -1.04388700
C -1.47113700 0.13459400 1.35959900
H -1.25581200 1.17151500 1.08123300
H -2.23120500 0.12822700 2.14134900
C -2.71017300 -1.83544100 0.47014500
H -3.26415600 -1.71964600 1.40284500
H -1.84941200 -2.46652000 0.68238300
N -2.16483100 -0.46586600 0.12707900
C 2.77962100 3.97695800 -0.35285200
C 2.59894200 3.65142900 -1.76774400
H 1.90776700 3.91437900 0.29009600
H 3.58480500 4.63877000 -0.04790900
H 3.27126000 4.07189600 -2.50972100
H 1.60277300 3.36743400 -2.09135000
Br -0.88541800 3.20615900 -0.51889500
O 3.23714800 2.70468800 -0.87489500
![Page 36: Supporting Information - Royal Society of Chemistry · The reaction of CO2 fixation with epoxides was conducted in a 25 mL stainless steel reactor equipped with a magnetic stirrer](https://reader033.vdocument.in/reader033/viewer/2022042323/5f0d8d3f7e708231d43aebf7/html5/thumbnails/36.jpg)
S36
C -3.59647100 -2.49127300 -0.58743000
C -3.94731300 -3.93231600 -0.18723900
H -3.09525700 -2.50143900 -1.55980300
H -4.52255300 -1.92371400 -0.71544000
C -4.86613000 -4.62037100 -1.20033800
H -3.02448000 -4.51340400 -0.07653500
H -4.42785800 -3.92965800 0.79833900
H -5.09589400 -5.64317800 -0.89191300
H -5.81406300 -4.08409600 -1.30484500
H -4.40040400 -4.66814400 -2.18920600
C -4.36661900 0.78794300 0.76576000
C -5.43390400 1.71448700 0.16004900
H -3.94048800 1.28319700 1.64130600
H -4.84752700 -0.13409600 1.11301800
C -6.53267300 2.08143500 1.16081000
H -4.94600700 2.62486600 -0.20229700
H -5.88296300 1.23195200 -0.71656400
H -7.27671000 2.73773300 0.70249000
H -7.05516900 1.19170600 1.52721000
H -6.11824300 2.60594300 2.02677500
C -0.20682000 -0.54485600 1.87521100
C 0.20461400 0.10560200 3.20788900
H 0.61582400 -0.43123100 1.16830700
H -0.35666300 -1.61774100 2.03953800
C 1.46849800 -0.51988200 3.80327400
H 0.36593500 1.17641600 3.04483000
H -0.61919900 0.02290700 3.92836300
H 1.74350100 -0.02861600 4.74047400
H 1.32184100 -1.58391800 4.01589800
H 2.31247400 -0.43237500 3.11518000
C -0.26314000 -1.67549500 -1.24246000
C 0.55196500 -1.50108200 -2.53608100
H -0.81679900 -2.61868200 -1.30745200
H 0.43229100 -1.75830100 -0.40789400
C 1.45106100 -2.70538100 -2.82588500
H -0.12787700 -1.33831000 -3.38178900
H 1.16473200 -0.59991200 -2.44612500
H 2.03133700 -2.54982500 -3.73912200
H 2.15307000 -2.87179800 -2.00538500
![Page 37: Supporting Information - Royal Society of Chemistry · The reaction of CO2 fixation with epoxides was conducted in a 25 mL stainless steel reactor equipped with a magnetic stirrer](https://reader033.vdocument.in/reader033/viewer/2022042323/5f0d8d3f7e708231d43aebf7/html5/thumbnails/37.jpg)
S37
H 0.86201100 -3.61939300 -2.95915400
C 6.37376300 -1.80554900 0.54264400
C 6.36268400 -0.48267900 0.11370900
C 5.15162300 0.17051500 -0.11582100
C 3.93456500 -0.48639100 0.07938600
C 3.95229100 -1.82479300 0.51042000
C 5.16277600 -2.47106400 0.73761700
H 7.30857900 -2.32212700 0.72436600
H 7.29367000 0.04925700 -0.04444800
H 5.13285300 1.20106000 -0.45084900
H 5.15589300 -3.50586900 1.07049700
O 2.72486700 0.09724700 -0.12689800
H 2.83479800 1.03671000 -0.39295700
O 2.73689900 -2.45075200 0.68900000
H 2.89802200 -3.34056100 1.01960900
J
C -3.28526300 0.50729300 -0.27258400
H -3.73215000 0.09007400 -1.17486400
H -2.76383900 1.43391300 -0.53798800
C -1.21632200 -0.49228300 -1.08833900
H -1.86937500 -0.45034500 -1.96093000
H -0.68584400 0.46258500 -1.04388700
C -1.47113700 0.13459400 1.35959900
H -1.25581200 1.17151500 1.08123300
H -2.23120500 0.12822700 2.14134900
C -2.71017300 -1.83544100 0.47014500
H -3.26415600 -1.71964600 1.40284500
H -1.84941200 -2.46652000 0.68238300
N -2.16483100 -0.46586600 0.12707900
C 2.77962100 3.97695800 -0.35285200
C 2.59894200 3.65142900 -1.76774400
H 1.90776700 3.91437900 0.29009600
H 3.58480500 4.63877000 -0.04790900
H 3.27126000 4.07189600 -2.50972100
H 1.60277300 3.36743400 -2.09135000
Br -0.88541800 3.20615900 -0.51889500
O 3.23714800 2.70468800 -0.87489500
C -3.59647100 -2.49127300 -0.58743000
![Page 38: Supporting Information - Royal Society of Chemistry · The reaction of CO2 fixation with epoxides was conducted in a 25 mL stainless steel reactor equipped with a magnetic stirrer](https://reader033.vdocument.in/reader033/viewer/2022042323/5f0d8d3f7e708231d43aebf7/html5/thumbnails/38.jpg)
S38
C -3.94731300 -3.93231600 -0.18723900
H -3.09525700 -2.50143900 -1.55980300
H -4.52255300 -1.92371400 -0.71544000
C -4.86613000 -4.62037100 -1.20033800
H -3.02448000 -4.51340400 -0.07653500
H -4.42785800 -3.92965800 0.79833900
H -5.09589400 -5.64317800 -0.89191300
H -5.81406300 -4.08409600 -1.30484500
H -4.40040400 -4.66814400 -2.18920600
C -4.36661900 0.78794300 0.76576000
C -5.43390400 1.71448700 0.16004900
H -3.94048800 1.28319700 1.64130600
H -4.84752700 -0.13409600 1.11301800
C -6.53267300 2.08143500 1.16081000
H -4.94600700 2.62486600 -0.20229700
H -5.88296300 1.23195200 -0.71656400
H -7.27671000 2.73773300 0.70249000
H -7.05516900 1.19170600 1.52721000
H -6.11824300 2.60594300 2.02677500
C -0.20682000 -0.54485600 1.87521100
C 0.20461400 0.10560200 3.20788900
H 0.61582400 -0.43123100 1.16830700
H -0.35666300 -1.61774100 2.03953800
C 1.46849800 -0.51988200 3.80327400
H 0.36593500 1.17641600 3.04483000
H -0.61919900 0.02290700 3.92836300
H 1.74350100 -0.02861600 4.74047400
H 1.32184100 -1.58391800 4.01589800
H 2.31247400 -0.43237500 3.11518000
C -0.26314000 -1.67549500 -1.24246000
C 0.55196500 -1.50108200 -2.53608100
H -0.81679900 -2.61868200 -1.30745200
H 0.43229100 -1.75830100 -0.40789400
C 1.45106100 -2.70538100 -2.82588500
H -0.12787700 -1.33831000 -3.38178900
H 1.16473200 -0.59991200 -2.44612500
H 2.03133700 -2.54982500 -3.73912200
H 2.15307000 -2.87179800 -2.00538500
H 0.86201100 -3.61939300 -2.95915400
![Page 39: Supporting Information - Royal Society of Chemistry · The reaction of CO2 fixation with epoxides was conducted in a 25 mL stainless steel reactor equipped with a magnetic stirrer](https://reader033.vdocument.in/reader033/viewer/2022042323/5f0d8d3f7e708231d43aebf7/html5/thumbnails/39.jpg)
S39
C 6.37376300 -1.80554900 0.54264400
C 6.36268400 -0.48267900 0.11370900
C 5.15162300 0.17051500 -0.11582100
C 3.93456500 -0.48639100 0.07938600
C 3.95229100 -1.82479300 0.51042000
C 5.16277600 -2.47106400 0.73761700
H 7.30857900 -2.32212700 0.72436600
H 7.29367000 0.04925700 -0.04444800
H 5.13285300 1.20106000 -0.45084900
H 5.15589300 -3.50586900 1.07049700
O 2.72486700 0.09724700 -0.12689800
H 2.83479800 1.03671000 -0.39295700
O 2.73689900 -2.45075200 0.68900000
H 2.89802200 -3.34056100 1.01960900
TS5
C 3.11426600 -0.03733100 -0.36834500
H 3.49887600 0.52822300 -1.21652500
H 2.72081200 -0.99016500 -0.73266400
C 0.91627900 0.77272100 -1.06698100
H 1.55087600 0.85949800 -1.94962500
H 0.46608400 -0.21969300 -1.09279200
C 1.29163400 -0.06144400 1.30053800
H 1.25248500 -1.09435500 0.94486600
H 2.04511900 -0.01208500 2.08694300
C 2.26085400 2.12663000 0.61112600
H 2.83373700 1.98680700 1.52859100
H 1.32962500 2.61984300 0.88237200
N 1.88555800 0.73824600 0.13091000
C -0.78165000 -3.24979600 -0.44028900
C -1.30940600 -2.90341600 -1.76139300
H -0.69815700 -2.46725800 0.29355600
H -0.91941800 -4.25667600 -0.08027900
H -1.26286500 -3.70365100 -2.50633300
H -0.93580100 -1.96687800 -2.19617500
Br 1.73368200 -3.46314400 -0.48367900
O -2.53259600 -2.80602700 -1.08800600
C 3.05087200 2.98774700 -0.37287400
C 3.19668400 4.42248300 0.15741600
![Page 40: Supporting Information - Royal Society of Chemistry · The reaction of CO2 fixation with epoxides was conducted in a 25 mL stainless steel reactor equipped with a magnetic stirrer](https://reader033.vdocument.in/reader033/viewer/2022042323/5f0d8d3f7e708231d43aebf7/html5/thumbnails/40.jpg)
S40
H 2.55605600 3.01509500 -1.34820800
H 4.04734800 2.56710900 -0.53502800
C 4.01943700 5.31594600 -0.77448500
H 2.20153800 4.85902600 0.30020800
H 3.66582400 4.39775800 1.14807300
H 4.10603100 6.32801500 -0.37212500
H 5.03206300 4.92413900 -0.90872000
H 3.55717800 5.39025500 -1.76329300
C 4.22817500 -0.30090200 0.63977000
C 5.40172300 -1.00450700 -0.06291700
H 3.87065200 -0.94963900 1.44249800
H 4.58820500 0.62705600 1.09850400
C 6.54148000 -1.34683400 0.89969200
H 5.03113800 -1.91982000 -0.53493800
H 5.78089100 -0.36548900 -0.86961800
H 7.36101400 -1.84292700 0.37413500
H 6.94743700 -0.44886300 1.37672000
H 6.19941700 -2.02114800 1.68990100
C -0.05778700 0.37824300 1.86069400
C -0.37343600 -0.45179700 3.11802600
H -0.86250200 0.23282900 1.13738300
H -0.05094500 1.43849100 2.13467200
C -1.71731600 -0.07591500 3.74756700
H -0.37864300 -1.51542200 2.85553000
H 0.42836300 -0.32262300 3.85604300
H -1.91875000 -0.68913700 4.62968900
H -1.72764700 0.97289400 4.06096400
H -2.53679300 -0.21998800 3.04007700
C -0.15133700 1.86399100 -1.11444300
C -0.98014500 1.71005300 -2.40232400
H 0.31232900 2.85586300 -1.11668300
H -0.83026700 1.81455400 -0.26366600
C -1.99449200 2.84325400 -2.57534300
H -0.31135500 1.67751200 -3.27180300
H -1.50965900 0.75400500 -2.36681300
H -2.58125400 2.70448600 -3.48669800
H -2.68608200 2.87104700 -1.73047800
H -1.49775800 3.81719300 -2.64447100
C -6.70979200 0.80464600 0.39110300
![Page 41: Supporting Information - Royal Society of Chemistry · The reaction of CO2 fixation with epoxides was conducted in a 25 mL stainless steel reactor equipped with a magnetic stirrer](https://reader033.vdocument.in/reader033/viewer/2022042323/5f0d8d3f7e708231d43aebf7/html5/thumbnails/41.jpg)
S41
C -6.45846100 -0.46325600 -0.12477400
C -5.14796700 -0.89166900 -0.33070900
C -4.06004400 -0.06390100 -0.02594500
C -4.32585400 1.21648600 0.49617800
C -5.63465100 1.64023100 0.69854300
H -7.72457200 1.14736200 0.55442600
H -7.28059400 -1.12636800 -0.36900000
H -4.94131000 -1.87835800 -0.73024300
H -5.81423600 2.63450100 1.10084300
O -2.77871100 -0.44025000 -0.20982800
H -2.72974900 -1.41074600 -0.56541800
O -3.23962300 2.02321600 0.79021000
H -3.56944400 2.83458600 1.19000200
K
C 1.48263900 0.46866300 1.57367000
H 0.78431600 -0.35365400 1.41513500
H 0.88097000 1.37800600 1.52632300
C 1.39784300 0.65676500 -0.86886600
H 0.50946800 0.07322900 -0.60126900
H 1.12409600 1.71409300 -0.86469800
C 3.29146900 1.71141500 0.44761400
H 2.63533200 2.54629700 0.70158700
H 3.92411700 1.51610300 1.31350000
C 3.20701900 -0.76424900 0.21016300
H 3.96662100 -0.70016700 0.99160600
H 3.72193700 -0.71312000 -0.74774000
N 2.37544900 0.50373100 0.31921800
C -3.94603800 1.61865000 0.76621600
C -2.53355400 2.09401900 0.44354000
H -4.08325800 0.56239600 0.54576500
H -4.21394300 1.82940900 1.79878100
H -2.46416600 3.17320000 0.60819700
H -2.31664800 1.89837700 -0.61478800
Br -5.28712700 2.57883100 -0.34757600
O -1.60201200 1.46002100 1.29308500
C 2.42733400 -2.07287500 0.32475800
C 3.31327100 -3.26390700 -0.06961400
H 1.53244600 -2.05438400 -0.30187000
![Page 42: Supporting Information - Royal Society of Chemistry · The reaction of CO2 fixation with epoxides was conducted in a 25 mL stainless steel reactor equipped with a magnetic stirrer](https://reader033.vdocument.in/reader033/viewer/2022042323/5f0d8d3f7e708231d43aebf7/html5/thumbnails/42.jpg)
S42
H 2.07828100 -2.21208100 1.35155100
C 2.60285200 -4.60657500 0.12494400
H 3.61583500 -3.15881500 -1.11880700
H 4.24008200 -3.25233800 0.51867600
H 3.23778400 -5.43800600 -0.19221900
H 2.34278300 -4.76701200 1.17523600
H 1.67500600 -4.64681400 -0.45117900
C 2.19187700 0.35248100 2.91936300
C 1.14657100 0.20408100 4.03929700
H 2.80790100 1.23241700 3.13209900
H 2.85739300 -0.51735300 2.94364100
C 1.78172100 0.12152400 5.42928900
H 0.45077600 1.04817900 3.99651600
H 0.54476300 -0.69055900 3.85093300
H 1.01713300 0.01581900 6.20287900
H 2.45530100 -0.73762600 5.51069500
H 2.36138200 1.02170300 5.65787200
C 4.16885300 2.08979800 -0.74342800
C 5.12010600 3.23468200 -0.35962000
H 3.55217600 2.41054900 -1.58587400
H 4.76166500 1.23539000 -1.08279400
C 5.99902200 3.68785300 -1.52844900
H 4.53515300 4.08555500 0.00867200
H 5.75624300 2.91554000 0.47433000
H 6.66741700 4.49749800 -1.22585800
H 6.61922800 2.86679400 -1.90047400
H 5.39300400 4.05237100 -2.36306500
C 1.87999100 0.21972200 -2.25121900
C 0.81186000 0.58270500 -3.29652000
H 2.01575500 -0.86433600 -2.27018900
H 2.83092200 0.67596000 -2.53670800
C 1.19947500 0.13674500 -4.70879000
H -0.13246100 0.11383500 -3.00689200
H 0.64511000 1.66669600 -3.28903600
H 0.42305800 0.40200400 -5.43078400
H 2.13270300 0.60603200 -5.03729000
H 1.33852500 -0.94773400 -4.75644700
C -3.24780500 -4.27800000 -0.45095400
C -3.52328100 -3.48769200 0.66188000
![Page 43: Supporting Information - Royal Society of Chemistry · The reaction of CO2 fixation with epoxides was conducted in a 25 mL stainless steel reactor equipped with a magnetic stirrer](https://reader033.vdocument.in/reader033/viewer/2022042323/5f0d8d3f7e708231d43aebf7/html5/thumbnails/43.jpg)
S43
C -2.75580600 -2.35605000 0.93440800
C -1.67767200 -1.94949300 0.11143900
C -1.42275900 -2.78631100 -1.01447800
C -2.18430900 -3.91370300 -1.28416300
H -3.83855200 -5.15845600 -0.67390500
H -4.34067900 -3.75156400 1.32548300
H -2.96880600 -1.74765100 1.80796800
H -1.95070700 -4.51748400 -2.15991100
O -0.94987200 -0.88968800 0.35042500
H -1.45654700 0.51806500 0.97532000
O -0.35798400 -2.41924300 -1.83892300
H -0.35272800 -3.02177000 -2.58992000