Nickel and palladium catalysed cross-coupling: factors effecting the oxidative addition step

Nicholas S. D. Solomon*, Sinead T. Keaveney*

*Corresponding author for this work

Research output: Chapter in Book/Report/Conference proceedingChapterpeer-review

Abstract

Catalytic cross-coupling reactions are widely employed in organic synthesis, with state-of-the-art cross-coupling methodology permitting high selectivity, low catalyst loading, mild reaction conditions, and in certain cases, air and water tolerant, catalysis. An essential aspect of targeted and effective cross-coupling reaction design is having a detailed understanding of the reaction mechanism—in particular, how the precise mechanism and reaction rate can be influenced to achieve the desired reactivity. In this chapter, focus is on understanding the step at which the electrophile is introduced—oxidative addition—with detailed analysis as to how the catalyst structure, electrophile type, solvent, and use of additives influences reactivity.

Original languageEnglish
Title of host publicationAdvances in Physical Organic Chemistry
EditorsNicholas H. Williams, Jason B. Harper
Place of PublicationLondon
PublisherELSEVIER ACADEMIC PRESS INC
Chapter2
Pages41-86
Number of pages46
ISBN (Electronic)9780443193415
ISBN (Print)9780443193408
DOIs
Publication statusPublished - Jan 2023

Publication series

NameAdvances in Physical Organic Chemistry
Volume57
ISSN (Print)0065-3160

Keywords

  • Cross-coupling
  • Electrophile
  • Ligand
  • Mechanism
  • Oxidative addition
  • Reactivity
  • Solvent effects

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