Direct C-C Bond Formation from Alkanes Using Ni-Photoredox Catalysis

Laura K.G. Ackerman, Jesus I. Martinez Alvarado, Abigail G. Doyle

Research output: Contribution to journalArticle

39 Scopus citations

Abstract

A method for direct cross coupling between unactivated C(sp3)-H bonds and chloroformates has been accomplished via nickel and photoredox catalysis. A diverse range of feedstock chemicals, such as (a)cyclic alkanes and toluenes, along with late-stage intermediates, undergo intermolecular C-C bond formation to afford esters under mild conditions using only 3 equiv of the C-H partner. Site selectivity is predictable according to bond strength and polarity trends that are consistent with the intermediacy of a chlorine radical as the hydrogen atom-abstracting species. ©

Original languageEnglish (US)
JournalJournal of the American Chemical Society
DOIs
StateAccepted/In press - 2018

All Science Journal Classification (ASJC) codes

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

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