Unusual homocoupling in the reaction of diorganocuprates with an allylic halide

被引：18

作者：

Norinder, J

Bäckvall, JE

Yoshikai, N

Nakamura, E

机构：

[1] Univ Stockholm, Arrhenius Lab, Dept Organ Chem, SE-10691 Stockholm, Sweden

[2] Univ Tokyo, Dept Chem, Bunkyo Ku, Tokyo 1130033, Japan

[3] Japan Sci & Technol Agcy, Nakamura Funct Carbon Cluster Project, ERATO, Bunkyo Ku, Tokyo 1130033, Japan

来源：

ORGANOMETALLICS | 2006年 / 25卷 / 09期

关键词：

D O I：

10.1021/om0600700

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The reactions of dialkyl- and diarylcuprates (R2CUM; M = Li, MgBr) with perfluoroallyl iodide were found to give the homocoupling products R-R as the only product of C-C bond formation. Density functional calculations revealed that the perfluoroallyl ligand, being strongly electron - withdrawing and less Lewis basic, significantly changes the electronic properties of the allylcopper(III) intermediate and acts as a spectator ligand in the reductive elimination.

引用

页码：2129 / 2132

页数：4

共 38 条

[1]

BACKVALL JE, 1994, J ORG CHEM, V59, P4126

[2]

BACKVALL JE, 1990, J AM CHEM SOC, V112, P6615

[3] DENSITY-FUNCTIONAL THERMOCHEMISTRY .3. THE ROLE OF EXACT EXCHANGE [J].