Use of polymer-supported phenyltin for the creation of aryl-aryl or aryl-heteroaryl bonds via Stille cross-coupling reactions

被引：27
|
作者：
Kerric, Gaelle [1 ]
Le Grognec, Erwan [1 ]
Zammattio, Francoise [1 ]
Paris, Michael [2 ]
Quintard, Jean-Paul [1 ]
机构：
[1] Univ Nantes, CNRS, Fac Sci & Tech, CEISAM,UMR 6230, F-44322 Nantes 3, France
[2] Univ Nantes, CNRS, Inst Mat Jean Rouxel, UMR 6502, F-44322 Nantes 3, France
来源：
JOURNAL OF ORGANOMETALLIC CHEMISTRY | 2010年 / 695卷 / 01期
关键词：
Stille cross-coupling; Polymer-supported reagent; Biaryl compounds; Hetero-aryl compounds; Recycling; Tin; INTERMOLECULAR RADICAL-ADDITION; ORGANOTIN REAGENTS; TIN REAGENTS; ORGANIC-SYNTHESIS; IONIC LIQUID; PALLADIUM; REMOVAL; PD; CATALYST; PHASE;
D O I：
10.1016/j.jorganchem.2009.09.034
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
An insoluble polymer-supported phenyltin reagent was successfully used in Stille cross-coupling reactions with aryl- and heteroaryl-halides. Cross-coupling products were isolated in good to high yields with very low contamination by tin and palladium residues after removal of the residual supported organotin halide. The regeneration and recyclability of the supported phenyltin reagent were also examined and proved to be possible, but required palladium cleaning of the grafted polymer to be efficient along 4 cycles when Pd(PPh3)(4) was used as catalyst. (C) 2009 Elsevier B. V. All rights reserved.
引用
收藏
页码：103 / 110
页数：8
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