chemistry letters - 日本化学会 · c-190 chemistry letters vol.34, no.12 (2005) ... 0.02 400...

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Chemistry Letters http://www.csj.jp/journals/chem-lett/ Vol.34 No.12 CMLTAG December, 2005 ISSN 0366-7022 Copyright Ó 2005 The Chemical Society of Japan 1574 Approaches to Size-selective Formation of Fullerenes by Cyclization of Highly Reactive Polyyne Chains Rui Umeda, Motohiro Sonoda, Tomonari Wakabayashi, and Yoshito Tobe As an approach to size-selective formation of fullerenes, we developed a method based on the cyclization of reactive cyclic polyynes which were generated by [2 þ 2] cycloreversion of [4.3.2]propellatriene units. This method was proven to work successfully for the first time for the formation of fullerene ions C 60 þ and C 60 in the gas phase. This protocol is useful for generation of a small three-dimensional carbon cluster ion C 36 and a large fullerene C 78 , as well. Highlight Review Letter 1580 Photochromic Oligothiophenes S S S S S S R H O O H F 2 F 2 F2 sp 2 S S S S S S R H O O H F 2 F 2 F 2 Vis. UV R = Me, MeO n n sp 3 n n Naoki Tanifuji, Masahiro Irie, and Kenji Matsuda Electronic Supporting Information

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Page 1: Chemistry Letters - 日本化学会 · C-190 Chemistry Letters Vol.34, No.12 (2005) ... 0.02 400 500 600 700 800 Absorbance Wavelength / nm ... 1626 Liquid-phase Epoxidation of Alkenes

Chemistry Lettershttp://www.csj.jp/journals/chem-lett/

Vol.34 No.12 CMLTAGDecember, 2005 ISSN 0366-7022

Copyright � 2005 The Chemical Society of Japan

1574 Approaches to Size-selective Formation ofFullerenes by Cyclization of Highly ReactivePolyyne Chains

Rui Umeda, Motohiro Sonoda, TomonariWakabayashi, and Yoshito Tobe

As an approach to size-selective formation of fullerenes, we developed a method based on the cyclization of reactivecyclic polyynes which were generated by [2þ 2] cycloreversion of [4.3.2]propellatriene units. This method was proven towork successfully for the first time for the formation of fullerene ions C60

þ and C60� in the gas phase. This protocol is useful

for generation of a small three-dimensional carbon cluster ion C36� and a large fullerene C78

�, as well.

Highlight Review

Letter

1580 Photochromic Oligothiophenes

S SS SS

S

R

H

O O

H

F2

F2

F2

sp2S SS SS

SR

H

O O

H

F2

F2

F2

Vis.

UV

R = Me, MeO

nn

sp3nn

Naoki Tanifuji, Masahiro Irie, and KenjiMatsuda

Electronic Supporting Information

Page 2: Chemistry Letters - 日本化学会 · C-190 Chemistry Letters Vol.34, No.12 (2005) ... 0.02 400 500 600 700 800 Absorbance Wavelength / nm ... 1626 Liquid-phase Epoxidation of Alkenes

C-190 Chemistry Letters Vol.34, No.12 (2005)

Copyright � 2005 The Chemical Society of Japan http://www.csj.jp/journals/chem-lett/

1582 Synthesis and Frictional Properties of Poly-(2,3-dihydroxypropyl methacrylate) BrushPrepared by Surface-initiated Atom Trans-fer Radical Polymerization

Water lubrication system consisting of hydrophilic polymer brush.

O O OH OH

O O OH OH

SiSi

H+

14°

78°

65°

76°

18°

80°

Water droplet

Polymer Brush Polymer BrushHydrophilicHydrophobic

Motoyasu Kobayashi and Atsushi Takahara

Electronic Supporting Information

1584 Chemical Compositions of Secondary Or-ganic Aerosol from the Ozonolysis ofCyclohexene in the Absence of Seed Particles

200 300 400 500 6000

5

100 200 300 400 500 6000

50

100

m /z

Inte

nsi

ty

/ a

rb u

nit

m /z

Inte

nsi

ty

/ a

rb u

nit

The composition of the aerosolfrom the ozonolysis of cyclohexenein the absence of seed particles hasbeen investigated by laboratorychamber experiments. The aerosolcollected on filters was analyzedby an liquid chromatography/atmospheric pressure chemicalionization-mass spectrometry. Low-molecular weight products, i.e.,dicarboxylic acids, oxocarboxylicacids, and hydroxydicarboxylicacids, as well as oligomers withmolecular weights more than 200were found in the aerosol.

Kei Sato

Electronic Supporting Information

1586 An Efficient Method for the Preparation ofCarboxamides by Dehydration Condensa-tion Using Tetrakis(1,1,1,3,3,3-hexafluoro-2-propoxy)silane

−−

R1 OH

O

Si OCF3

CF3

(CF3)2CHOH

R1 NR2R3

O4

HNR2R3+(SiO2)n

(bp 58 °C)Takashi Tozawa, Yoshinobu Yamane, andTeruaki Mukaiyama

1588 Local Environments of Slags: The FirstApplication of 43Ca 3QMASNMR Tech-nique

We first applied 43Ca 3QMAS NMR spectroscopy for 43Ca-enriched model slags by virtue of highmagnetic field, a high power rf-resistant probe, and 43Ca-labeling technique. Local environmentsof Ca2+ ions in (a) rapid- and (b) slow-quench model slags were found to be different each other.43Ca MQMAS NMR should provide novel and useful information on chemical environments ofvarious Ca-containing solid materials with complex structures.

δCS = 37.3 ppm CQ = 3.9 MHz

Site 1 δCS = -1.9 ppm CQ = 3.2 MHz

Site 2 δCS = 17.2 ppmCQ = 4.5 MHz

Keiji Shimoda, Yasuhiro Tobu, Koji Kanehashi,Takahiro Nemoto, and Koji Saito

1590 Catalytic Synthesis of �-Hydroxy KetonesUsing Organic–Inorganic Hybrid Polymer

R1

R3

R2Me3SiO

R1 OH

O

R2 R3EtOH-H2O, 0 °C

1) cat. [Cu(bpy)(BF4)2(H2O)2(bpy)]n, O2

2) P(OEt)3

Catalyst is reusable! up to 85%

Takayoshi Arai, Hitomi Takasugi, Toru Sato,Hiroshi Noguchi, Hirofumi Kanoh, KatsumiKaneko, and Akira Yanagisawa

Electronic Supporting Information

Page 3: Chemistry Letters - 日本化学会 · C-190 Chemistry Letters Vol.34, No.12 (2005) ... 0.02 400 500 600 700 800 Absorbance Wavelength / nm ... 1626 Liquid-phase Epoxidation of Alkenes

Chemistry Letters Vol.34, No.12 (2005) C-191

Copyright � 2005 The Chemical Society of Japan http://www.csj.jp/journals/chem-lett/

1592 Efficient Peroxide Decoloration of C.I. AcidOrange 7 Catalyzed byManganese Mesopor-phyrin Dimer Derivatives in Micellar Solu-tions

Masaharu Kondo, Noriyoshi Kawashima,Tatsuro Mitsui, Shingo Ito, Syuichi Ishigure,Takafumi Hashimoto, Ryoko Umemura,Takehisa Dewa, Keiji Yamashita, HiroyukiMino, Shigeru Itoh, and Mamoru Nango

1594 Control of Selectivity Based on the DiffusionRates of the Reactants in the Oxidationof Mixed Hydrocarbons with MolecularOxygen over Silica-coated Pt Catalysts

Porous SiO2

Pt

CH4, iso-C4H10, O2 iso-C4H10, CO2, H2O

Silica-coated Pt metal catalyst oxidized methanepreferentially in the competitive oxidation ofmethane and isobutane with gaseous oxygen.

Sakae Takenaka, Kunio Hori, Hideki Matsune,and Masahiro Kishida

1596 Microwave-induced Fabrication of MFIZeolite Crystal Films onto Various MetalOxide Substrates

Self-assembly coating of MFI zeolite crystals under microwave irraditaion condition.

Microwaves

at 165 °C

Zeolite sol PatternedTiO2/glass MFI/TiO2/glass Young Kyu Hwang, U-Hwang Lee, Jong-San

Chang, Young-Uk Kwon, and Sang-Eon Park

1598 Organic Metals Based on an Asymmetric �Donor PEDT-TSF, (PEDT-TSF)2FeX4

(PEDT-TSF = Pyrazinoethylenedithiotetra-selenafulvalene; X ¼ Cl, Br)

The highest occupied molecular orbital of PEDT-TSF and the molecular arrangement of (PEDT-TSF)2FeBr4Saika Otsubo, Kazuyuki Takahashi, HengBoCui, Yoshinori Okano, and Hayao Kobayashi

1600 Photophysical and Photochemical Propertiesof The La@C82 Anion

HOMO LUMO LUMO+1(La@C82-)*

Electron Transfer

OV2+

LUMO+1

LUMO

HOMOMamoru Fujitsuka, Osamu Ito, Yutaka Maeda,Takatsugu Wakahara, Takahiro Tsuchiya,Tsukasa Nakahodo, Takeshi Akasaka, NaomiMizorogi, and Shigeru Nagase

Page 4: Chemistry Letters - 日本化学会 · C-190 Chemistry Letters Vol.34, No.12 (2005) ... 0.02 400 500 600 700 800 Absorbance Wavelength / nm ... 1626 Liquid-phase Epoxidation of Alkenes

C-192 Chemistry Letters Vol.34, No.12 (2005)

Copyright � 2005 The Chemical Society of Japan http://www.csj.jp/journals/chem-lett/

1602 Control of Hydrolysis and CondensationActivities of Thermolysin by UltrasoundIrradiation

Takayoshi Kawasaki, Yu Hoshino, YukariIshizu, Yu Mizushiro, and Yoshio Okahata

1604 High Tg Fluorene-based Hole-transportingMaterials for Organic Light-emitting Diodes

0 5 10 15 20 250

400

800

1200

1600

2000

2400

2800IIIIIIIVNPB

Lum

inan

ce /

cd m

-2

Voltage / V

A new series of 9,9-bis(triarylamine)-

devices using 1 and 3 are comparable

substituted fluorene-based triaryldi-amines (1−4) was employed in thefabrication of organic light-emittingdevices as hole-transporting materials.In a standard HTL/Alq3 double-layered device, the performances of

relative to that using 1,4-bis(1-naphthylphenylamino)biphenyl(NPB) in maximum luminence andcurrent efficiency while the deviceperformances are higher than theNPB device when 2 is used. Becauseof the higher Tg, they would besuperior to NPB in terms ofmorphological stability.

Ke-Feng Shao, Ying-Feng Li, Lian-Ming Yang,Xin-Jun Xu, Gui Yu, and Yun-Qi Liu

Electronic Supporting Information

1606 DNA-templated Cooperative Formation ofthe Luminous Lanthanide Complex and ItsAnalytical Application to Gene Detection

EDTA and phenanthroline were attached to the end of the different oligonucleotides. The twoconjugates were designed to hybridize to the neighboring sites of the target to form the idealcavity to accommodate the luminous lanthanide ions. The luminescence signals observed in asolution were very sensitive to the sequences of the target.

Yusuke Kitamura, Toshihiro Ihara, YusukeTsujimura, Masato Tazaki, and Akinori Jyo

1608 Fullerodendron-assisted Dispersion of Sin-gle-walled Carbon Nanotubes via Noncova-lent Functionalization

ONH

N

HN O

HN

O

N

HNONH

O

N

ONH

HN O

N

N

N

N

OKO

OK

O

OKO

KO O

KO O

KOO

OKO

KO

O

Noncovalent functionalizationYutaka Takaguchi, Mitsuhiro Tamura, YuukiSako, Yasushi Yanagimoto, Sadao Tsuboi,Tetsuya Uchida, Kaoru Shimamura, Shin-ichiKimura, Takatsugu Wakahara, Yutaka Maeda,and Takeshi Akasaka

Electronic Supporting Information

1610 Synthesis of Oriented Layered Double Hy-droxide Thin Films on Sulfonated Polysty-rene Substrates

Oriented dense thin films of LDHs may be

grown on sulfonated polystyrene substrates

with the (00l) direction of the LDH platelets

perpendicular to the surface of the substrate.

Xiaodong Lei, Lan Yang, Fazhi Zhang, DavidGeraint Evans, and Xue Duan

Page 5: Chemistry Letters - 日本化学会 · C-190 Chemistry Letters Vol.34, No.12 (2005) ... 0.02 400 500 600 700 800 Absorbance Wavelength / nm ... 1626 Liquid-phase Epoxidation of Alkenes

Chemistry Letters Vol.34, No.12 (2005) C-193

Copyright � 2005 The Chemical Society of Japan http://www.csj.jp/journals/chem-lett/

1612 A Convenient Method for the Preparation ofAlkyl Aryl Sulfides from Alcohols and(Chloromethylene)dimethylammoniumChloride

R R'

OH ClHC N+Me2 Cl−

R R'

O NMe

Me

H Cl−

+R R'

SArArSH

+ DMFBase

Inversion

Yoshikazu Kawano, Nobuya Kaneko, andTeruaki Mukaiyama

1614 Location of Vanadium(IV) in VAPO-5 asStudied by Hyperfine Sublevel CorrelationSpectroscopy

Proposed structure of V(IV) species

HYSCORE spectrum ofas-synthesized VAPO-5

H

Al

1

27

P3131

ν (MHz)1

ν (MHz)2

V(IV) OO

OO

P Al

O

OO

O

OOO

O

H2

H2

H2Vijayasarathi Nagarajan, Daniel Rings, LutzMoschkowitz, Martin Hartmann, and AndreasPoppl

1616 Synthesis of Highly Fluorescent Polythio-phene with Polystyrene Branches UsingATRP

Fluorescence studies showedthat the grafted PS branchescould separate the PT chainsand form a PS matrix foreffectively trapping the PT in asolution conformation. It is alsofound that the fluorescentcapability of the polymer filmis improved almost 20-foldthrough grafting PS brancheson its backbone.3-before graft; 4-after graft

0

200

400

600

800

450 500 550 600 650 700

0

50

100

150 4 film 3 film blend film

4 solution 3 solution blend solution

Lig

ht I

nten

sity

/ C

ount

s

(a)

(b)

Wavelength / nmJie Shen and Kenji Ogino

1618 In situ Synthesis of Ag2S Nanosized Particlesin Porous Materials Using Single-sourcePrecursor

Yuji Wada, Masahiro Kaneko, DaisukeNiinobe, and Yasunori Tsukahara

Electronic Supporting Information

1620 Unique Coating of Ruby Crystals on an Alu-minum Oxide Wall by Flux Evaporation

The ruby layer, which has typically transparent-red, with a thickness of about 100−300 µm wassuccessfully synthesized from MoO3 flux on the aluminum oxide wall.

500 µµm

Ruby

WallKatsuya Teshima, Atsushi Takano, TakaomiSuzuki, and Shuji Oishi

Page 6: Chemistry Letters - 日本化学会 · C-190 Chemistry Letters Vol.34, No.12 (2005) ... 0.02 400 500 600 700 800 Absorbance Wavelength / nm ... 1626 Liquid-phase Epoxidation of Alkenes

C-194 Chemistry Letters Vol.34, No.12 (2005)

Copyright � 2005 The Chemical Society of Japan http://www.csj.jp/journals/chem-lett/

1622 Negative Photochromism of a Spiropyran ina Langmuir–Blodgett Film

0.00

0.01

0.02

400 500 600 700 800

Abs

orba

nce

Wavelength / nm

Vis ∆

Vis ∆

N O

H37C18

NH37C18

O

NO2

NO2

NO2

NO2

SP-form

MC-form

Yasushi Yokoyama, Wakana Hara, TsuguyaInoue, Takashi Ubukata, Masaru Sakomura,and Hideyuki Tukada

Electronic Supporting Information

1624 A Novel Seven-coordinate Technetium(IV)Complex: Synthesis and Characterization of[TcO(tpen)]2þ (tpen = N,N,N0,N0-Tetrakis-(2-pyridylmethyl)ethylenediamine)

O1

N3'

N3

N2

N1N1'

N2'

Tc1

Takashi Yoshimura, Masanori Kawai, TsutomuTakayama, Tsutomu Sekine, Hiroshi Kudo, andAtsushi Shinohara

Electronic Supporting Information

1626 Liquid-phase Epoxidation of Alkenes UsingMolecular Oxygen Catalyzed by VanadiumCation-exchanged Montmorillonite

O2

OH OH

OH

O+ + Total Yield 93%

V-mont

80% Yield, >99% SelectivityO

Takato Mitsudome, Naoya Nosaka, KohsukeMori, Tomoo Mizugaki, Kohki Ebitani, andKiyotomi Kaneda

1628 A New Nitrite-selective Fluorescent SensorFabricated from Surface-initiated Atom-transfer Radical Polymerization

A highly selective sensor for nitrite has been developed from surface-initiated atom-transfer radical polymerization on silicon wafer, using PEGMA and pyrenederivatives as spacer and fluorophore, respectively.

1.0

1.5

2.0

2.5

I 0/I

Cl- H2PO

4

-Br-NO

2

-PO

4

3-CO3

2-SO3

2-NO3

-SO4

2- 300 350 400 450 500 550

10 -4 M

800

600

400

200

0

NO2

– Conc.015

102050

Flu

ores

cenc

e In

tens

ity/

arb

unit

Wavelength/nm

Qiang Peng, Ming-Gui Xie, Koon-Gee Neoh,and En-Tang Kang

Electronic Supporting Information

1630 Remote Photocatalytic Oxidation Mediatedby Active Oxygen Species Penetrating andDiffusing through Polymer Membrane overSurface Fluorinated TiO2

UV

~120 µm

O* O* O* O*

O* O* O* O*

porousmembrane

F-TiO2

(or TiO2)

Active oxygen species desorbed from the illuminated TiO2 surface can penetrate through organicpolymer membrane with degrading dye substrates loaded within the pores, and their permeatingaction into the membrane was dramatically enhanced with surface fluorinated TiO2.

Jong Sung Park and Wonyong Choi

Page 7: Chemistry Letters - 日本化学会 · C-190 Chemistry Letters Vol.34, No.12 (2005) ... 0.02 400 500 600 700 800 Absorbance Wavelength / nm ... 1626 Liquid-phase Epoxidation of Alkenes

Chemistry Letters Vol.34, No.12 (2005) C-195

Copyright � 2005 The Chemical Society of Japan http://www.csj.jp/journals/chem-lett/

1632 A Novel 3-D Open Coordination PolymericNetwork Assembled from Silver(I) and 4,5-Bis(cyanoethylsulfanyl)-1,3-dithiole-2-thionewith S���S Contacts

A novel 3-D silver(I) cationic coordination polymeric network, [Ag4(bcdt)4(CF3SO3)2]•

(CF3SO3)2 •acetone (bcdt = 4,5-bis(cyanoethylsulfanyl)-1,3-dithiole-2-thione) with double (3,4)-

connected nodes and extensive face-to-face and side-by-side S • • • S contacts, was synthesized andcrystallographically characterized.

Yi Ding, Jian-Chu Zhong, Megumu Munakata,Hisashi Konaka, Gui-Ling Ning, and Hong-Zhi Wang

Electronic Supporting Information

1634 Covalent Immobilization of Metal-bindingMotifs of Enzymes on Quartz Surface.[Ni(Cys-X2-Cys)2]

2� of Hydrogenases

The peptide ligand, Cys-Pro-Leu-Cys, was covalently immobilizedon the surface of quartzvia (3-aminopropyl)triethoxysilane(APTES) by the general peptide-synthesis method; then, Ni2+ wasintroduced into this surface toconstruct the [Ni(S-Cys)4]

2- unitcontained in the active site ofhydrogenases.

Daisuke Sakaniwa, Takahiro Ohe, TakashiMisumi, Hideaki Monjushiro, Akira Onoda,and Takeshi Yamamura

1636 Synthesis of Noncyclic Carriers for CeriumIon Transport through Polymer InclusionMembrane H

N

O

O

P

O

O

N

NH

O

O

P

O

O

N

Ce3+

Ce3+ Ce3+

Polymer Inclusion Membrane (PIM)

3 NO3_

3 NO3_

3 NO3_

Kazuhisa Hiratani, Samuel PuriyantoroKusumocahyo, Naohiro Kameta, Kenta Sugaya,Toshio Shinbo, and Toshiyuki Kanamori

1638 Subnanometer-sized Gold Clusters withDual Molecular Receptors: Synthesis andAssembly in One-dimensional Arrangements

SHSH

OHOHHOHO

OO

77

OO

N N NH

O

Fe

NH

O

Fe

< 1 nmAu cluster

Yuichi Negishi, Hironori Tsunoyama, YasushiYanagimoto, and Tatsuya Tsukuda

Electronic Supporting Information

1640 A Wet Route to Nanofiber-based ChitosanSponges

SEM image of chitosan nanofiber-based sponges.

Yuyang Liu, Xianqiong Chen, Wei Chen, KunYang, and John Haozhong Xin

Page 8: Chemistry Letters - 日本化学会 · C-190 Chemistry Letters Vol.34, No.12 (2005) ... 0.02 400 500 600 700 800 Absorbance Wavelength / nm ... 1626 Liquid-phase Epoxidation of Alkenes

C-196 Chemistry Letters Vol.34, No.12 (2005)

Copyright � 2005 The Chemical Society of Japan http://www.csj.jp/journals/chem-lett/

1642 Synthesis of Ru–Coordinating Helical Poly-mer and Its Utilization as a Catalyst forAsymmetric Hydrogen-transfer Reaction

An L-threonine-based helical poly

HelicalPolymer

Ru

Ketone

nC

N

O

H2N

H

O

CH

RuCl

(N-propargylamide)−Ru complex was

synthesized, and used as a catalyst for

hydrogen-transfer reaction of ketones.

The enantiomeric excess (ee) values of

the formed alcohols ranged from 12 to

36%. On the other hand, an Ru complex

with a low-molecular-weight model

ligand gave an alcohol with ee as low

as 1.8%.Fumio Sanda, Hitoshi Araki, and ToshioMasuda

1644 A New Method for the Preparation of Nitro-gen-containing Cyclic Compounds from p-Nitrobenzenesulfonamide and Alkyl Bis-(diphenylphosphinite)s by Oxidation–Reduc-tion Condensation Using 1-Azidoadaman-tane

OHHO

OO

ClPPh2Base

NHp-Ns 2

Np-Ns

RR S S

PPh2

N3

trans/cis = 97/3>99% ee

Ph2P

Teruaki Mukaiyama, Kiichi Kuroda, andHidenori Aoki

1646 Suppressed Deactivation of Excited Por-phyrin by Formation of Inclusion Complexwith Cyclodextrin on Mesoporous TiO2 Film

Yusuke Fujii, Yasunori Tsukahara, and YujiWada

Electronic Supporting Information

1648 Structure and Magnetic Property of anOctadecanuclear Cu(II) Complex

Takuya Shiga, Kazuya Maruyama, LingqinHan, and Hiroki Oshio

Electronic Supporting Information

1650 X-ray and SEM Observations of Smectic APhase and Dried Gel Fibers Formed in a FineCapillary

Gel and liquid crystal structures for 2-oxochromen-6-yl 4-(S)-(2,6-dimethylheptyloxy)- and

4-(S)-(3,7-dimethyloctyloxy)benzoates were examined by SEM and X-ray observations.

SEM pictures of side (left)and top (right) views of gel fibersformed in a fine capillary

Yuki Morita, Kosuke Kawabe, Fusheng Zhang,Hiroaki Okamoto, Shunsuke Takenaka, andHidetoshi Kita

Page 9: Chemistry Letters - 日本化学会 · C-190 Chemistry Letters Vol.34, No.12 (2005) ... 0.02 400 500 600 700 800 Absorbance Wavelength / nm ... 1626 Liquid-phase Epoxidation of Alkenes

Chemistry Letters Vol.34, No.12 (2005) C-197

Copyright � 2005 The Chemical Society of Japan http://www.csj.jp/journals/chem-lett/

1652 An Efficient Adsorption–Desorption Systemfor Hydrophobic Phenolic Pollutants—Com-bined Use of Mono-6-amino-�-cyclodextrinand Cation Exchanger

Yasuaki Fukazawa, Weeranuch Pluemsab,Nobuo Sakairi, and Tetsuya Furuike

1654 Novel Observation of Nucleation andGrowth of Insulin Crystals via LiquidDroplets Generated by Liquid–Liquid PhaseSeparation

Kenji Waizumi and Tatsuo Eguchi

1656 X-ray Absorption Study on the Dominance ofSb(V) as Secondary Antimony Species in Soil

30.45 30.50 30.55 30.60 30.65

Nor

mal

ized

abs

orpt

ion

Energy / keV

Sb2S3

Sb2O3

Sb(OH)6− solution

[Laboratory experiments]

WS: 140%

WS: 220%

[Ichinokawa mine] Surface soil

Subsurface soil(5 cm in depth)

Red

ucti

ve c

ondi

tion

Red

ucti

ve c

ondi

tion

Sb(OH)6−solution

Sb(OH)6−solution

Determination of oxidation state of Sb by XANESspectrometry was conduced to soil samples in natural minetailing and synthetic soil−water systems. In both systems, itwas found that Sb(V) is more stable than Sb(III) in soil evenunder reductive condition.

Satoshi Mitsunobu, Teppei Harada, KenichiHoshino, and Yoshio Takahashi

1658 Preparation and Characterization of PdNanoparticles by Sonochemical Reductionof [Pd(NH3)4]

2þ in the Presence of 1-Propa-nol

TEM images of the Pd nanoparticles generated by

presence of 1-propanol.

sonochemical reduction of [Pd(NH3)4]2+ in the

Norihito Kijima, Yasuhiko Takahashi, JunjiAkimoto, Tatsuo Tsunoda, Kunio Uchida, andYuji Yoshimura

1660 Synthesis, Structure, and Properties of aCyclopent[ fg]acenaphthylene-1,2-bis(p-qui-none methide)s Derivative. An ExtendedPyracyloquinone

Hiroyuki Kurata, Yuko Takehara, KouzouMatsumoto, Takeshi Kawase, and Masaji Oda

Page 10: Chemistry Letters - 日本化学会 · C-190 Chemistry Letters Vol.34, No.12 (2005) ... 0.02 400 500 600 700 800 Absorbance Wavelength / nm ... 1626 Liquid-phase Epoxidation of Alkenes

C-198 Chemistry Letters Vol.34, No.12 (2005)

Copyright � 2005 The Chemical Society of Japan http://www.csj.jp/journals/chem-lett/

1662 Effect of Countercations on the StructuralIsomerization of a Dianionic DirutheniumComplex with a Ligand-unsupported Ru–Ru Bond

Katsunori Mochizuki, Ho-Chol Chang, TakashiKawamura, and Susumu Kitagawa

Electronic Supporting Information

1664 A Simple Large-scale Synthesis of Well-defined Silver Sulfide Semiconductor Nano-particles with Adjustable Sizes

Xiaobo Wang, Weimin Liu, Jingcheng Hao,Xingguo Fu, and Binshi Xu

1666 Preparation of Transparent Thin Film ofNovel Apatite-based Photocatalyst

Naoya Yoshida, Tomoko Ishida, Chieko Saiki,Masato Wakamura, Hisashi Ohsaki, KazuhitoHashimoto, and Toshiya Watanabe

1668 Color Tuning Based on a Six-memberedChelated Iridium(III) Complex with Aza-aromatic Ligand

300 400 500 600 700 800

0.0

0.2

0.4

0.6

0.8

1.0538 652570

NN

N

O

O

Ir

N N

(cpy)2Ir(pico)

Nor

mal

ized

Inte

nsity

/ ar

b un

it

Wavelength / nm

NPB emission

Rui Zhu, Jian Lin, Gui-An Wen, Shu-Juan Liu,Jun-Hua Wan, Jia-Chun Feng, Qu-Li Fan,Gao-Yu Zhong, Wei Wei, and Wei Huang

Electronic Supporting Information

1670 Preparation of Gold Nanoplates by an Elec-trochemical Method

Single-crystal triangular and hexangular nanoplates through a facile electrochemicalmethod by reducing chloroauric acid (HAuCl4) in the presence of poly(vinylpyrrolidone) and a small amount of chloroplatinic acid (H2PtCl6).

Min Zhou, Shenhao Chen, Shiyong Zhao, andHongfang Ma

Page 11: Chemistry Letters - 日本化学会 · C-190 Chemistry Letters Vol.34, No.12 (2005) ... 0.02 400 500 600 700 800 Absorbance Wavelength / nm ... 1626 Liquid-phase Epoxidation of Alkenes

Chemistry Letters Vol.34, No.12 (2005) C-199

Copyright � 2005 The Chemical Society of Japan http://www.csj.jp/journals/chem-lett/

1672 Preparation of Poly(9,10-dihydrophenan-threne-2,7-diyl) Consisting of a Chiral C2-Symmetrical Monomeric Unit and OpticalProperties of the Polymer

OSiBu3Bu3SiO

n

* *Poly(p-phenylen)-type polymer consisting of chiralrepeating unit with C2 symmetry was newlyprepared. Its cast film gave a strong CD with a peak

value of − 6 deg/µm at 411 nm.

Takayuki Iijima and Takakazu Yamamoto

1674 Deprotonation of Aryl Methanedithioate byLithium Amides: Formation of LithiumArylthio(thioxo)methanide Having UniqueReactivity

Kaori Mogi, Keiko Takenaka, and RenjiOkazaki

1676 Stereoselective Carbon–Carbon Bond Form-ing Reactions between Various Chiral AlkylAryl Carbinols and Triethyl Methanetricar-boxylate by Oxidation–Reduction Condensa-tion Using Alkyl Diphenylphosphinites

ClPPh2Et3N, DMAP

THF0 °C

CHCl3−63 °C, 3 h

HC(CO2Et)3

Oxidant

Alk

OH

Ar Alk

O

Ar

Ph2P

Alk

C(CO2Et)3

Ar

“Inversion”

Teruaki Mukaiyama, Yuzo Nagata, andKazuhiro Ikegai

1678 Electrochemical Lithium Ion Doping andUndoping Behavior of Carbyne-like CarbonFilm Electrode

0

1

2

3

4

5

0 0.5 1 1.5 2 2.5Amount of Electricity Passed / C

Corresponding capacity: 1100 mAh/g-C

1 M LiClO4/PCGalvanostatic 0.05 mA

(a) Au/PTFE

(b) Au/Ni

Ele

ctro

de

Po

ten

tial

/ V

vs

Li/L

i+

electrode with an ≈1100 mAh g–1 (of carbon)

Potential change during electrochemical oxidationof the Au-coated electrodes, (a) carbyne-likecarbon electrode derived from PTFE or (b) Nielectrode (control test).

The stoichiometry of the electrochemically reduced

corresponds to a lithium ion battery negativePTFE is estimated to be CLi0.48•2LiF which

capacity.Soshi Shiraishi, Teruhiko Kobayashi, and AsaoOya

1680 Synthesis and Characterization of Fe–Ni/Poly(methyl methacrylate) Nanocomposites

Spherical Fe–Ni/poly(methyl methacrylate) (PMMA)nanocomposites with diameters of 80 and 150 nmprepared on a mild condition using hydrazine as reducingagent, are typical soft magnets.

Guo-Xing Zhu, Hui-Qun Sun, Xian-Wen Wei,Ju-Hong Zhou, Ye-Cang Tang, and Dong-QinZhang

Page 12: Chemistry Letters - 日本化学会 · C-190 Chemistry Letters Vol.34, No.12 (2005) ... 0.02 400 500 600 700 800 Absorbance Wavelength / nm ... 1626 Liquid-phase Epoxidation of Alkenes

C-200 Chemistry Letters Vol.34, No.12 (2005)

Copyright � 2005 The Chemical Society of Japan http://www.csj.jp/journals/chem-lett/

1682 Development of a Biosensor for the Detectionof Carcinoembryonic Antigen Using FaradicImpedance Spectroscopy

A direct and simple method has been proposed to immobilize carcinoembryonic antibody (anti-CEA) on the surface of nanogold-modified glassy carbon electrode. The impedance changeoccurred on the immunoelectrode surface due to the specific immuno-interaction was utilized todetermine carcinoembryonic antigen (CEA).

Schematic representation of the immobilization of anti-CEA via the activation of amine groups on the nanoAu-coated GCE.

nanoAu anti-CEA CEA BSAQiang Zhu, Ya-Qin Chai, Ruo Yuan, Na Wang,and Xue-Lian Li

1684 Modular Approach toward SupramolecularFunctional Assemblies: Remote Control ofFluorescence

Energy transfer is switched on and off and, as a result, the fluorescence output is modulated,depending on the control unit in this noncovalent modular assembly.

t BuN N

NNNH N

HNN

Zn

t Bu

t Bu

t Bu

t Bu

N

N

t Bu

O

O

H

HH

H

t Bu

t Bu

t Bu

t Bu

t Bu

t Bu

Con

trol

Uni

t

Energy Transfer On/Offhν

hν'

Joe Otsuki, Yayoi Kato, Tachiki Sasahara,Kosyo Iwasaki, and Akane Yasuda

Electronic Supporting Information

1686 Facile Fabrication of Molecularly ImprintedCavities in Spin-coated TiO2 Nanofilms

The matrix precursor/template ratio is more than

40 (a), 10 to 40 (b), and less than 10 (c): 10 to 40

Ti(O-nBu)4 precursors are needed for one

template molecule in order to construct

(a) (b) (c)

−T

+T

Template/TiO2 matrix ratio increase

Selectivity

high

imprintedcavity

TT

T

T

T

TT

TT

T TT

TT

TTT

TiO gelmatrix wall

non-specificbinding site

low low

2

optimized receptor cavities.

Do-Hyeon Yang, Seung-Woo Lee, and ToyokiKunitake

1688 Cyclization and Ring-expansion ReactionsInvolving Reductive Formation and Oxida-tive Ring-opening of Cyclopropanol Deriva-tives

O

R

Br

n

1) SmI2, 2) FeCl 3 / pyridine

O

R

nR = Me, CH2CH2CH=CH2n = 0, 1, 2

THF

60 72%

in one-pot

Eietsu Hasegawa, Hiroyuki Tsuchida, andMutsuko Tamura

1690 Mobilities of Charge Carriers in Dendriteand Linear Oligogermanes by Flash Photoly-sis Time-resolved Microwave ConductivityTechnique

Schematic concept of flash-photolysis time-resolved microwave conductivity technique toprobe an intrinsic intra-molecular mobility of charge carriers.

Shu Seki, Anjali Acharya, Yoshiko Koizumi,Akinori Saeki, Seiichi Tagawa, and KunioMochida

Page 13: Chemistry Letters - 日本化学会 · C-190 Chemistry Letters Vol.34, No.12 (2005) ... 0.02 400 500 600 700 800 Absorbance Wavelength / nm ... 1626 Liquid-phase Epoxidation of Alkenes

Chemistry Letters Vol.34, No.12 (2005) C-201

Copyright � 2005 The Chemical Society of Japan http://www.csj.jp/journals/chem-lett/

1692 Anomalous Magnetic Field Effects Interpret-ed by the Relaxation Mechanism under Ul-trahigh Fields of up to 28T

3(NH2PhS • • SPhNH2)1(NH2PhS • • SPhNH2)

28 T(NH2PhS)2

hν (355nm)

Xanthone / SDS

Cage ProductsEscaped Radicals

(decreased by 6%)Atom Hamasaki, Kiyoshi Nishizawa, YoshioSakaguchi, Toshiyuki Okada, Giyuu Kido, andMasanobu Wakasa

1694 A New Anti-diabetic Zn(II)–Hinokitiol (�-Thujaplicin) Complex with Zn(O4) Coordi-nation Mode

We evaluated the inhibition of FFA release and the glucose uptake enhancing activity, andfound Zn(hkt)2 significantly improves diabetic states. Furthermore, we found for the first timethat Zn(hkt)2 complex increased serum adiponectin level.

Zn(hkt)2 complex Blood Glucose Lowering Effect

O

O O

OZn

2+-

-

0

100

200

300

400

500

600

700

-1 0 1 2 3 4 5 6 7 8 9 10111213Day

Blo

od

glu

cose

leve

l / m

g d

L-1

0

5

10

15

20

25

30

35

Blo

od

glu

cose

lev

el /

mM

**

Mizuki Yamane, Yusuke Adachi, YutakaYoshikawa, and Hiromu Sakurai

1696 Preparation of Mesoporous Titania Particleswith Photocatalytic Activity under Visible-light Irradiation

Changes with time in the concentration of 2-propanol and acetone under visible-light irradiationupon mesoporous titania particles. The open square ( ) and closed square ( ) represent theconcentration of 2-propanol and acetone, respectively.

Hirobumi Shibata, Tatsuya Mukai, TakahitoAkita, Takahiro Ohkubo, Hideki Sakai, andMasahiko Abe

1698 Synthesis and Carrier-transporting Proper-ties of 5,10-Dihydro-5,5-dimethyl-10,10-di-phenyl-1,9-diazasilanthrene A phosphorescent EL device using

compound 1 as an electron-transporting and hole-blockingmaterial revealed high externalquantum efficiency (ηmax = 14.9% at J= 0.03 mA cm−2 ).

1

N

Si

Si N

Me MeKatsuhiko Ono, Mayuko Wakida, KatsuhiroSaito, Michitaka Suto, Yosuke Matsushita,Shigeki Naka, Hiroyuki Okada, and HiroyoshiOnnagawa

1700 Facile Synthesis of Trifluoromethyl-substi-tuted Enynes: Remarkable Reactivity andStereoselectivity of Tributyl(3,3,3-trifluoro-propynyl)stannane in Carbostannylation ofAlkynes

R1 R2

+

R1

Bu3Sn

R2

CF3Pd2(dba)3 (1 mol %)

t-Bu3P (2 mol %)

toluenert

Bu3Sn CF3

single stereoisomer !

Masaki Shimizu, Guofang Jiang, MasahitoMurai, Youhei Takeda, Yoshiaki Nakao,Tamejiro Hiyama, and Eiji Shirakawa

Electronic Supporting Information

Page 14: Chemistry Letters - 日本化学会 · C-190 Chemistry Letters Vol.34, No.12 (2005) ... 0.02 400 500 600 700 800 Absorbance Wavelength / nm ... 1626 Liquid-phase Epoxidation of Alkenes

C-202 Chemistry Letters Vol.34, No.12 (2005)

Copyright � 2005 The Chemical Society of Japan http://www.csj.jp/journals/chem-lett/

1702 Synthesis and Characterization of Environ-mentally Benign Nontoxic Pigments:RE2Mo2O9 (RE ¼ La or Pr)

New inorganic pigments based on rareearth molybdenum mixed oxides:RE2Mo2O9 (RE = La or Pr) have beensynthesized with a goal of preparingenvironmentally secure colorants.

Giable George, Gisha George, PadalaPrabhakar Rao, and Mundlapudi LakshmipathiReddy

1704 Enhanced Reductive Elimination of Dialkyl-gold(III) Complexes in Water

Au Au

Reductive elimination of neutral and cationic dimethyl- or diethylgold(III) complexes having awater-soluble phosphine ligand, AuR2XL and [AuR2L2]X (R = Me or Et; X = Br or I; L =TPPTS, TPPMS, THMP, and DHMPE) in water is faster than those in organic solvents.

L R

X R

L R

L RX-

+

or R R

R = Me, EtX = Br, IL = TPPTS, TPPMS, THMP, DHMPE

H2O∆

Nobuyuki Komine, Kaoru Ichikawa, AnnaMori, Masafumi Hirano, and Sanshiro Komiya

1706 Efficient Sonochemical Degradation of 4-Chlorophenol Catalyzed by Titanium Diox-ide Hydrate

0 30 60 90 120

0.0

0.2

0.4

0.6

0.8

1.0

without catalyst

0.5 g / l of titania (TH)

4-ch

loro

phen

ol, C

t / C

0

Irradiation time / min

A nanocrystalline anatase hydrate (TH)

is a highly efficient catalyst for low

intensity sonochemical degradation of

4-chlorophenol. The initial disappearance

rate of 4-CP increases by a factor of 95

under the TH dosage of 0.5 g dm-3.

Zhiming Dai, Aiping Chen, and Horst Kisch