Cobalt-Catalyzed Benzylic Borylation: Enabling Polyborylation and Functionalization of Remote, Unactivated C(sp3)-H Bonds

W. Neil Palmer, Jennifer V. Obligacion, Iraklis Pappas, Paul J. Chirik

Research output: Contribution to journalArticle

99 Scopus citations

Abstract

Cobalt dialkyl and bis(carboxylate) complexes bearing α-diimine ligands have been synthesized and demonstrated as active for the C(sp3)-H borylation of a range of substituted alkyl arenes using B2Pin2 (Pin = pinacolate) as the boron source. At longer reaction times, rare examples of polyborylation were observed, and in the case of toluene, all three benzylic C-H positions were functionalized. Coupling benzylic C-H activation with alkyl isomerization enabled a base-metal-catalyzed method for the borylation of remote, unactivated C(sp3)-H bonds.

Original languageEnglish (US)
Pages (from-to)766-769
Number of pages4
JournalJournal of the American Chemical Society
Volume138
Issue number3
DOIs
StatePublished - Jan 27 2016

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Chemistry(all)
  • Biochemistry
  • Colloid and Surface Chemistry

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