An evaluation of phosphine and carbene adducts of phosphiteand phosphinite-based palladacycles in the coupling of alkyl bromides with aryl boronic acids

被引:27
作者
Bedford, RB
Betham, M
Coles, SJ
Frost, RM
机构
[1] Univ Bristol, Sch Chem, Bristol BS8 1TS, Avon, England
[2] Univ Southampton, Dept Chem, EPSRC Natl Crystallog Serv, Southampton SO17 1BJ, Hants, England
[3] Univ Exeter, Dept Chem, Exeter EX4 4QD, Devon, England
基金
英国工程与自然科学研究理事会;
关键词
alkyl halide; Suzuki reaction; palladacycles; coupling; catalysis;
D O I
10.1016/j.tet.2005.07.097
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A range of palladacyclic catalysts and their phosphine and carbene adducts were tested in the Suzuki coupling of an alkyl bromide with phenylboronic acid and showed modest activity in some cases. Unlike with aryl halide substrates it appears that there is no particular benefit in the use of palladacycles as the palladium source. Initial data indicate that the rate determining step is not the oxidative addition of the alkyl halide substrate, but rather lies later in the catalytic cycle. (c) 2005 Elsevier Ltd. All rights reserved.
引用
收藏
页码:9663 / 9669
页数:7
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