Electron-Deficient Phosphines Accelerate the Heck Reaction of Electronrich Olefins in Ionic Liquid

Shifang      Liu; Ourida      Saidi; Neil      Berry; Jiwu      Ruan; Alan      Pettman; Nick      Thomson; Jianliang      Xiao

doi:10.2174/157017809787003052

Abstract

Using various substrates and ligands, we show that electron-deficient, bidentate phosphines are the ligands of choice for palladium-catalyzed arylation of electron-rich olefins. This is in contrast to the reaction of electron-deficient olefins, which benefit from electron-rich monodentate phosphines. A tentative explanation is offered based on DFT calculations.

Keywords: Heck reaction, palladium, phosphine ligand, olefin, catalysis

« Previous Next »

Rights & Permissions Print Cite

Letters in Organic Chemistry

Title: Electron-Deficient Phosphines Accelerate the Heck Reaction of Electronrich Olefins in Ionic Liquid

Volume: 6 Issue: 1

Author(s): Shifang Liu, Ourida Saidi, Neil Berry, Jiwu Ruan, Alan Pettman, Nick Thomson and Jianliang Xiao

Affiliation:

Keywords: Heck reaction, palladium, phosphine ligand, olefin, catalysis

Abstract: Using various substrates and ligands, we show that electron-deficient, bidentate phosphines are the ligands of choice for palladium-catalyzed arylation of electron-rich olefins. This is in contrast to the reaction of electron-deficient olefins, which benefit from electron-rich monodentate phosphines. A tentative explanation is offered based on DFT calculations.

Export Options

Export File:

RIS (for EndNote, Reference Manager, ProCite)

BibTeX

Text

Content:

Citation Only

Citation and Abstract

About this article

Cite this article as:

Liu Shifang, Saidi Ourida, Berry Neil, Ruan Jiwu, Pettman Alan, Thomson Nick and Xiao Jianliang, Electron-Deficient Phosphines Accelerate the Heck Reaction of Electronrich Olefins in Ionic Liquid, Letters in Organic Chemistry 2009; 6 (1) . https://dx.doi.org/10.2174/157017809787003052