Mechanisms of nucleophilic organocopper(I reactions

Naohiko Yoshikai, Eiichi Nakamura

Research output: Contribution to journalReview articlepeer-review

273 Citations (Scopus)

Abstract

A study was conducted to demonstrate mechanisms of nucleophilic organocopper(I) reactions. A comprehensive mechanistic picture of representative organocopper(I)-mediated C C bond-forming reactions was demonstrated. The structures of organocopper compounds, organocopper(I) ate complexes, and organocopper(III) complexes were described. The electronic structure of organocuprate(I) complexes and theirmolecular orbital interactions with electrophiles were discussed to gather information about the oxidative addition process of the organocuprate reactions. This demonstrated the way Lewis acidic countercations affected the organocuprate reaction and how organocopper(III) intermediates produced the C C coupling products. Organocopper reagents were also compared with organosilver and -gold analogues.

Original languageEnglish
Pages (from-to)2339-2372
Number of pages34
JournalChemical Reviews
Volume112
Issue number4
DOIs
Publication statusPublished - 2012 Apr 11
Externally publishedYes

ASJC Scopus subject areas

  • Chemistry(all)

Fingerprint

Dive into the research topics of 'Mechanisms of nucleophilic organocopper(I reactions'. Together they form a unique fingerprint.

Cite this