modified (nhc)pd(allyl)cl (nhc = n-heterocylic carbene) complexes for room-temperature...

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2006 C-C bond formation O 0282 Modified (NHC)Pd(Allyl)Cl (NHC = N-Heterocylic Carbene) Complexes for Room-Temperature Suzuki—Miyaura and Buchwald—Hartwig Reactions. Palladium complexes (I) bearing a substituent at the allylic moiety exhibit higher cata- lytic activity in the title reactions than analogous palladium complexes bearing an un- substituted allyl moiety. Therefore, complex (Ia) permits the Suzuki—Miyaura cou- pling of a range of aryl chlorides, triflates and bromides with aryl boronic acids at ex- tremely low catalyst loadings. Complex (Ib) catalyzes the Buchwald—Hartwig cou- pling of a wide range of primary and secondary amines with aryl chlorides and bro- mides in very short reaction times and also at very low catalyst loadings. — (MARION, N.; NAVARRO, O.; MEI, J.; STEVENS, E. D.; SCOTT, N. M.; NOLAN*, S. P.; J. Am. Chem. Soc. 128 (2006) 12, 4101-4111; Dep. Chem., Univ. New Orleans, New Orleans, LA 70148, USA; Eng.) — Klein 32- 061

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Page 1: Modified (NHC)Pd(Allyl)Cl (NHC = N-Heterocylic Carbene) Complexes for Room-Temperature Suzuki—Miyaura and Buchwald—Hartwig Reactions

2006

C-C bond formationO 0282 Modified (NHC)Pd(Allyl)Cl (NHC = N-Heterocylic Carbene) Complexes for

Room-Temperature Suzuki—Miyaura and Buchwald—Hartwig Reactions. — Palladium complexes (I) bearing a substituent at the allylic moiety exhibit higher cata-lytic activity in the title reactions than analogous palladium complexes bearing an un-substituted allyl moiety. Therefore, complex (Ia) permits the Suzuki—Miyaura cou-pling of a range of aryl chlorides, triflates and bromides with aryl boronic acids at ex-tremely low catalyst loadings. Complex (Ib) catalyzes the Buchwald—Hartwig cou-pling of a wide range of primary and secondary amines with aryl chlorides and bro-mides in very short reaction times and also at very low catalyst loadings. — (MARION, N.; NAVARRO, O.; MEI, J.; STEVENS, E. D.; SCOTT, N. M.; NOLAN*, S. P.; J. Am. Chem. Soc. 128 (2006) 12, 4101-4111; Dep. Chem., Univ. New Orleans, New Orleans, LA 70148, USA; Eng.) — Klein

32- 061

Page 2: Modified (NHC)Pd(Allyl)Cl (NHC = N-Heterocylic Carbene) Complexes for Room-Temperature Suzuki—Miyaura and Buchwald—Hartwig Reactions

2006