Nickel-catalyzed monosubstitution of polyfluoroarenes with organozinc reagents using alkoxydiphosphine ligand

Yuki Nakamura, Naohiko Yoshikai, Laurean Ilies, Eiichi Nakamura

Research output: Contribution to journalArticlepeer-review

93 Citations (Scopus)

Abstract

A new diphosphine (POP) ligand bearing an alkoxide group allows us to synthesize partially fluorinated arenes. A nickel-catalyzed cross-coupling between a polyfluoroarene and an organozinc reagent in the presence of POP selectively produces a monosubstitution product. Aryl and alkylzinc reagents smoothly take part in the reaction. It is speculated that monosubstitution is the result of accelerated product expulsion from the product/catalyst complex.

Original languageEnglish
Pages (from-to)3316-3319
Number of pages4
JournalOrganic letters
Volume14
Issue number13
DOIs
Publication statusPublished - 2012 Jul 6
Externally publishedYes

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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