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手性铜(Ⅱ)-席夫碱配合物催化苯乙烯不对称环丙烷化反应 被引量:41

Chiral Copper(Ⅱ)-Schiff Base Complexes as Catalysts for Asymmetric Cyclopropanation of Styrene
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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.
出处 《催化学报》 SCIE CAS CSCD 北大核心 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 )
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 chiral copper(Ⅱ) Schiff base, complex, asymmetric catalysis, styrene, cyclopropanation
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