Brønsted Guanidine Acid−Base Ionic Liquids:  Novel Reaction Media for the Palladium-Catalyzed Heck Reaction

Shenghai Li,† Yingjie Lin,† Haibo Xie,‡ Suobo Zhang,*‡ and Jianing Xu†
State Key Laboratory of Polymer Physics and Chemistry, Changchun Institute of Applied Chemistry, Graduate School of the Chinese Academy of Sciences, Changchun 130022, China, and College of Chemistry, Jilin University, Changchun 130023, China
Org. Lett., 2006, 8 (3), pp 391–394
DOI: 10.1021/ol052543p
Publication Date (Web): January 10, 2006
Copyright © 2006 American Chemical Society
†

 Jilin University.

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‡

 Changchun Institute of Applied Chemistry.

,
*

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

, sbzhang@ciac.jl.cn

Abstract

Abstract Image

Brønsted acid−base ionic liquids (GILs) based on guanidine and acetic acid are efficient reaction media for palladium-catalyzed Heck reactions. They offer the advantages of high activity and reusability. GIL2 plays multiple roles in the reaction:  it could act as solvent, as a strong base to facilitate β-hydride elimination, and as a ligand to stabilize activated Pd species.

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History

  • Published In Issue February 02, 2006
  • Received October 20, 2005

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