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Heck Reaction

Published Online: 15 SEP 2010

DOI: 10.1002/9780470638859.conrr301

Comprehensive Organic Name Reactions and Reagents

Comprehensive Organic Name Reactions and Reagents

How to Cite

2010. Heck Reaction. Comprehensive Organic Name Reactions and Reagents. 301:1350–1357.

Publication History

  1. Published Online: 15 SEP 2010

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Abstract

The palladium-catalyzed coupling reaction between an aryl (or vinyl) halide and an alkene without an allylic hydrogen is known as the Heck reaction. It has been used for constructing a C-C bond in a single transformation employing a variety of aryl or vinyl halides and alkenes. In the β-elimination step of the catalytic cycle, palladium catalyst has been used with a phosphine ligand (PPh3) in the presence of a suitable base (soluble as Et3N or insoluble as K2CO3, Ag2CO3), which scavenges the generated hydrogen halide. In addition, the Heck reaction mechanism includes the catalytic cycle by which neutral palladium complex or cationic palladium complex can give different stereochemical outcomes. Furthermore, the Heck reaction also takes place under some unconventional conditions and some transition metals catalyze the reaction. This reaction has wide application in organic synthesis.

Keywords:

  • palladium complex;
  • catalytic cycle;
  • palladium catalyst;
  • β-hydride elimination