Reactions of Ph2SbH and p-TolSbH2 with organic compounds

被引:11
作者
Breunig, HJ [1 ]
Probst, J [1 ]
机构
[1] Univ Bremen, Fachbereich 2, D-28334 Bremen, Germany
关键词
organoantimonyhydrides; hydrogenation; asymmetric synthesis; ketones; aldehydes; olefines;
D O I
10.1016/S0022-328X(98)00911-5
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
p-TolSbH(2) reacts with styrene with formation of ethylbenzene and (p-TolSb)(n) (n = 4, 5 in benzene). The action of phenyl acetylene on p-TolSbH(2) gives styrene. Addition of Ph2SbH on phenyl acetylene in the presence of AIBN (azodiisobutyronitrile) yields 95% trans- and 5% cis-PhCH=CHSbPh2. Ph2SbH reacts with benzaldehyde in the presence of AIBN with formation of benzylalcohol (98%) and with various prochiral ketones in the presence of chiral auxiliares to give alcohols in high optical yields. Benzotrichloride reacts with Ph2SbH in the presence of PdCl2 to give benzylidene chloride. 1-Bromo adamantane, dibromo cholestanol, 2-chloro acetophenone, cinnamic acid chloride, and chloro acetophenone react with Ph2SbH/AIBN with substitution of the halogen atoms by hydrogen. Benzylbenzoate is formed the by action of Ph2SbH/AIBN on benzoyl chloride. (C) 1998 Elsevier Science S.A. All rights reserved.
引用
收藏
页码:297 / 303
页数:7
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