手性铜(Ⅱ)-席夫碱配合物催化苯乙烯不对称环丙烷化反应  

Chiral Copper(Ⅱ)-Schiff Base Complexes as Catalysts for Asymmetric Cyclopropanation of Styrene

作　　者：仇敏[1] 刘国生[1] 姚小泉[1] 郭明彦[1] 潘桂芝[1] 郑卓[1] 

机构地区：[1]中国科学院大连化学物理研究所,大连116023

出　　处：《催化学报》2001年第1期77-80,共4页

基　　金：国家自然科学基金!重点资助项目 (2 99330 5 0 )

摘　　要：Twelve chiral copper(Ⅱ) Schiff base complexes, derived from (R) (+) 2 amino 1,1 diaryl 1 propanol with substituted salicylaldehydes, were examined as a catalyst for asymmetric cyclopropanation of styrene with ethyl diazoacetate. It was found that the substituents at 3 and 5 positions of salicylaldehyde in the ligands had great effects on catalytic activity and enantioselectivity of the catalyst. The complex with strong electron withdrawing group (NO 2) at 5 position and the smallest stereo hinder (H) at 3 position of salicylaldehyde showed highly catalytic activity and enantioselectivity, up to ee =87 4% for trans and ee =82 8% for cis isomers respectively, and the ratio 39/61 of cis to trans isomers was obtained at 40 ℃ with 1,2 dichloroethane as solvent.Twelve chiral copper(Ⅱ) Schiff base complexes, derived from (R) (+) 2 amino 1,1 diaryl 1 propanol with substituted salicylaldehydes, were examined as a catalyst for asymmetric cyclopropanation of styrene with ethyl diazoacetate. It was found that the substituents at 3 and 5 positions of salicylaldehyde in the ligands had great effects on catalytic activity and enantioselectivity of the catalyst. The complex with strong electron withdrawing group (NO 2) at 5 position and the smallest stereo hinder (H) at 3 position of salicylaldehyde showed highly catalytic activity and enantioselectivity, up to ee =87 4% for trans and ee =82 8% for cis isomers respectively, and the ratio 39/61 of cis to trans isomers was obtained at 40 ℃ with 1,2 dichloroethane as solvent.

关 键 词：手性铜-席夫碱配合物 不对称催化 苯乙烯 环丙烷化 手性催化剂 

分 类 号：O643[理学—物理化学]