A POLYMER-BOUND BIDENTATE-PHOSPHINE PALLADIUM COMPLEX AS A CATALYST IN THE HECK ARYLATION

被引：62

作者：

WANG, PW ^{[1
]}

FOX, MA ^{[1
]}

机构：

[1] UNIV TEXAS,DEPT CHEM & BIOCHEM,AUSTIN,TX 78712

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1994年 / 59卷 / 18期

关键词：

D O I：

10.1021/jo00097a043

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Polymer-supported 1,2-bis(diisopropylphosphino)benz'ene Pd(II) complex 2 shows a higher level of catalytic activity than the structurally analogous monomeric Pd(II) complex 1 in the Heck arylation of methyl acrylate by iodobenzene. The polymer-supported Pd(II) complex has a much higher turnover number (by more than 1 order of magnitude) than either 1 or Pd(OAc)(2)/PPh(3) at synthetically useful concentrations of reagents. The reaction rate of the monomeric Pd(II) complex 1 is enhanced by electrochemical prereduction of Pd(II) to Pd(0). Deactivation in homogeneous solution via aggregation of the reactive complex to insoluble palladium metal clusters or by equilibration to a sterically blocked tetraphosphino complex is proposed to explain the higher catalytic activity of the polymer-supported Pd(II) complex than of its structurally analogous soluble monomer.

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页码：5358 / 5364

页数：7

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