Pd catalyzed Heck reaction with the catalytic system [Pd(Ph2PC6H4-2-(CH2NMe2))(SRF)2] -: Examination of the electronic effects of fluorinated thiolates

被引:28
作者
Fierro-Arias, JG
Redón, R
García, JJ
Hernández-Ortega, S
Toscano, RA
Morales-Morales, D
机构
[1] Univ Nacl Autonoma Mexico, Inst Quim, Mexico City 04510, DF, Mexico
[2] Univ Nacl Autonoma Mexico, Ctr Ciencias Aplicadas & Desarrollo Tecnol, Fac Quim, Mexico City 04510, DF, Mexico
关键词
P-N ligand; hemilability; Heck reaction; C-C coupling reactions; fluorinated thiolate complexes; palladium complexes; crystal structures; catalysis;
D O I
10.1016/j.molcata.2005.02.007
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
A series of palladium thiolate complexes of the [Pd(Ph2PC6H4-2-(CH2NMe2))(SRF)(2)] type have been synthesized in good yields by metathetical reactions of [Pd(Ph2PC6H4-2-(CH2NMe2))Cl-2] (1) with [Pb(SRF)(2)], (SRF = -SC6F5, -SC6F4-H, -SC6H4-2-CF3, -SC6H4-4-F, -SC6H4-2-F) and their crystal structures determined. Heck coupling reactions were carried out using [Pd(PhPC6H4-2-(CH2NMe2))(SRF)2], SRF = -SC6F5(2), -SC6F4-4-H(3), -SC6H4-2-CF3 (4), -SC6H4-4-F (5), -SC6H4-2-F (6) complexes as catalysts in order to examine the effect of the thiolates in the reaction of bromobenzene and styrene. The results obtained indicate that the less electron-withdrawing substituents on the thiolate moiety may favor higher yields in the Pd catalyzed Heck reaction using [Pd(Ph2PC6H4-2-(CH2NMe2))(SRF)(2)] as catalysts. (c) 2005 Elsevier B.V. All rights reserved.
引用
收藏
页码:17 / 27
页数:11
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