Dramatic influence on the olefinic geometry in the nickel(0)-catalyzed coupling reaction of 1,3-dienes and aldehydes using N-heterocyclic carbene as a ligand

被引：67

作者：

Sato, Y ^{[1
]}

Sawaki, R ^{[1
]}

Mori, M ^{[1
]}

机构：

[1] Hokkaido Univ, Grad Sch Pharmaceut Sci, Sapporo, Hokkaido 0600812, Japan

来源：

ORGANOMETALLICS | 2001年 / 20卷 / 26期

关键词：

D O I：

10.1021/om010592+

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The use of N-heterocyclic carbene 2 as a ligand in a nickel(0)-catalyzed coupling reaction of 1,3-diene and aldehyde was investigated. It was found that the Ni(0)-carbene complex showed a unique property in the reaction of 1,3-diene 4 and aldehyde 5 to give the coupling product Z-6, having a (Z)-olefin in high yield in a highly stereoselective manner. Since the same reaction using the Ni(0)-PPh3 complex gave E-6a in a stereoselective manner, this result indicates that the Ni(0)-carbene complex has a property different from that of the traditional Ni(0)-phosphine complex.

引用

页码：5510 / 5512

页数：3

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