Probing the evolution of an Ar-BINMOL-derived salen-Co(III) complex for asymmetric Henry reactions of aromatic aldehydes: salan-Cu(II) versus salen-Co(III) catalysis

被引：32

作者：

Wei, Yun-Long ^{[1
]}

Yang, Ke-Fang ^{[1
]}

Li, Fei ^{[1
]}

Zheng, Zhan-Jiang ^{[1
]}

Xu, Zheng ^{[1
]}

Xu, Li-Wen ^{[1
,2
,3
]}

机构：

[1] Hangzhou Normal Univ, Minist Educ MOE, Key Lab Organosilicon Chem & Mat Technol, Hangzhou 311121, Zhejiang, Peoples R China

[2] Shaanxi Normal Univ, Minist Educ MOE, Key Lab Appl Surface & Colloid Chem, Xian 710062, Peoples R China

[3] Shaanxi Normal Univ, Sch Chem & Chem Engn, Xian 710062, Peoples R China

来源：

RSC ADVANCES | 2014年 / 4卷 / 71期

基金：

中国国家自然科学基金;

关键词：

NITROALDOL REACTION; DIELS-ALDER; PI-PI; NONCOVALENT INTERACTIONS; DISPERSION FORCES; RECOGNITION; ENANTIOSELECTIVITY; SUBSTITUENT; LIGANDS; ALDOL;

D O I：

10.1039/c4ra06056c

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A new type of chiral salen-Co catalyst that features aromatic p-walls and an active Co(III) center has been developed for enantioselective Henry/nitroaldol reactions on the basis of salen-Cu catalysis. The asymmetric Henry reaction of aromatic aldehydes and nitromethane catalyzed by an Ar-BINMOL derived salen-Co(III) complex was achieved with high yields (up to 93%) and excellent enantioselectivities (up to 98% ee). And more interestingly, it was supposed that either salan-Cu(II) or salen-Co(III) complex catalyzed Henry reaction was an ideal model reaction for providing direct evidence of noncovalent interaction due to the distinguishable ortho-substituted aromatic aldehydes from meta-or parasubstituted benzaldehydes in terms of enantioselectivities and yields.

引用

页码：37859 / 37867

页数：9