Variations on a theme—recent developments on the mechanism of the Heck reaction and their implications for synthesis
- 1 January 1998
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Chemical Society Reviews
- Vol. 27 (6), 427-436
- https://doi.org/10.1039/a827427z
Abstract
The Heck reaction has been used extensively over the past 30 years for the elaboration of alkenes. Although many examples have been published in the literature it is only in the last few years that detailed mechanistic studies have been undertaken and a clearer understanding of the active species has emerged. This review will examine the implications of recent details on the mechanism of the Heck reaction using both traditional and non-traditional catalytic systems, highlight mechanistic details which must be updated in textbooks and summarise the protocols which a practising chemist might use to perform a successful Heck coupling.Keywords
This publication has 31 references indexed in Scilit:
- The asymmetric Heck reactionTetrahedron, 1997
- The intramolecular Heck reactionContemporary Organic Synthesis, 1996
- Evidence for the Ligation of Palladium(0) Complexes by Acetate Ions: Consequences on the Mechanism of Their Oxidative Addition with Phenyl Iodide and PhPd(OAc)(PPh3)2 as Intermediate in the Heck ReactionOrganometallics, 1995
- Palladacycles as Structurally Defined Catalysts for the Heck Olefination of Chloro‐ and BromoarenesAngewandte Chemie International Edition in English, 1995
- Fine Feathers Make Fine Birds: The Heck Reaction in Modern GarbAngewandte Chemie International Edition in English, 1995
- Recent Developments and New Perspectives in the Heck ReactionAccounts of Chemical Research, 1995
- Komplexchemie und mechanismen metallkatalysierter cc-kupplungsreaktionenJournal of Organometallic Chemistry, 1994
- Application of intramolecular Heck reactions for forming congested quaternary carbon centers in complex molecule total synthesisPublished by Walter de Gruyter GmbH ,1994
- Intimate mechanism of oxidative addition to zerovalent palladium complexes in the presence of halide ions and its relevance to the mechanism of palladium-catalyzed nucleophilic substitutionsJournal of the American Chemical Society, 1993
- Acylation, methylation, and carboxyalkylation of olefins by Group VIII metal derivativesJournal of the American Chemical Society, 1968