Ruthenium-Catalyzed Cross-Selective Asymmetric Oxidative Coupling of Arenols

Hiroki Hayashi, Takamasa Ueno, Chungsik Kim, Tatsuya Uchida

Research output: Contribution to journalArticlepeer-review

5 Citations (Scopus)

Abstract

(Aqua)ruthenium(salen) complex 1c achieved good to high chemo- and enantioselective oxidative cross-coupling of arenols. The catalytic system can be used to selectively produce C1-symmetric bis(arenol)s from the combination of C3- and C7-substituted 2-naphthols or phenols even when there is no significant difference in oxidation potential between the cross-coupling partners. This unique cross-selectivity is dominated by steric rather than electronic effects of the arenols and can be controlled by chemoselective single-electron oxidation and oxidative carbon-carbon bond formation.

Original languageEnglish
Pages (from-to)1469-1474
Number of pages6
JournalOrganic letters
Volume22
Issue number4
DOIs
Publication statusPublished - Feb 21 2020

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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