Enhanced catalytic activity in asymmetric hydrosilylation of 1,3-dienes with a soluble palladium catalyst

被引：35

作者：

Han, JW ^{[1
]}

Hayashi, T ^{[1
]}

机构：

[1] Kyoto Univ, Grad Sch Sci, Dept Chem, Sakyo Ku, Kyoto 6068502, Japan

来源：

TETRAHEDRON-ASYMMETRY | 2002年 / 13卷 / 03期

基金：

日本学术振兴会;

关键词：

D O I：

10.1016/S0957-4166(02)00094-0

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

A new MOP ligand 8 containing two it-octyl groups at the 6 and 6' positions of the (R)-2-(diphenylphosphino)-2'-aryl-1,1'-binaphthyl skeleton was prepared and used for the palladium-catalyzed asymmetric hydrosilylation of 1,3-dienes with trichlorosilane. The introduction of the n-octyl groups made the palladium-phosphine catalyst soluble in the reaction system, realizing high catalytic activity at a low reaction temperature. As a result, ligand 8 showed highest enantioselectivity for both cyclic and linear 1,3-dienes. (C) 2002 Elsevier Science Ltd. All rights reserved.

引用

页码：325 / 331

页数：7

共 38 条

[1] Synthesis and evaluation of a new chiral ligand:: 2-diphenylarsino-2′-diphenylphosphino-1,1′ (BINAPAs) [J].

Cho, SY ;

Shibasaki, M .

TETRAHEDRON LETTERS, 1998, 39 (13) :1773-1776

[2] Heterogeneous asymmetric addition of diethylzinc to aromatic aldehydes catalyzed by Ti(IV)/imine bridged poly(R)-binaphthol [J].

Dong, C ;

Zhang, JL ;

Zheng, WH ;

Zhang, LF ;

Yu, ZL ;

Choi, MCK ;

Chan, ASC .

TETRAHEDRON-ASYMMETRY, 2000, 11 (12) :2449-2454

[3]

Fleming I., 1991, Comprehensive Organic Synthesis, V2, P563

[4] 2-Diphenylphosphino-2′-diphenylphosphinyl-1,1′-binaphthalene (BINAPO), an axially chiral heterobidentate ligand for enantioselective catalysis [J].

Gladiali, S ;

Pulacchini, S ;

Fabbri, D ;

Manassero, M ;

Sansoni, M .

TETRAHEDRON-ASYMMETRY, 1998, 9 (03) :391-395

[5]

Han JW, 2001, CHEM LETT, P976

[6]

HATANAKA Y, 1994, TETRAHEDRON LETT, V35, P7981, DOI 10.1016/0040-4039(94)80027-8

[7] OPTICALLY-ACTIVE RUTHENOCENYLBIS(PHOSPHINES) - NEW EFFICIENT CHIRAL PHOSPHINE-LIGANDS FOR CATALYTIC ASYMMETRIC REACTIONS [J].

HAYASHI, T ;

OHNO, A ;

LU, SJ ;

MATSUMOTO, Y ;

FUKUYO, E ;

YANAGI, K .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (10) :4221-4226

[8] Asymmetric hydrosilylation of olefins catalyzed by MOP-palladium complexes [J].

Hayashi, T .

ACTA CHEMICA SCANDINAVICA, 1996, 50 (03) :259-266

[9] OPTICALLY-ACTIVE CYCLIC ALLYLSILANES .7. PREPARATION BY ASYMMETRIC HYDROSILYLATION AND ANTI STEREOCHEMISTRY IN SE' REACTIONS [J].

HAYASHI, T ;

KABETA, K ;

YAMAMOTO, T ;

TAMAO, K ;

KUMADA, M .

TETRAHEDRON LETTERS, 1983, 24 (50) :5661-5664

[10]

HAYASHI T, 1985, TETRAHEDRON LETT, V26, P3023, DOI 10.1016/S0040-4039(00)98608-8

← 1 2 3 4 →