Finding Opportunities from Surprises and Failures. Development of Rhodium-Stabilized Donor/Acceptor Carbenes and Their Application to Catalyst-Controlled C-H Functionalization

J Org Chem. 2019 Oct 18;84(20):12722-12745. doi: 10.1021/acs.joc.9b02428. Epub 2019 Oct 10.

Abstract

Catalyst-controlled C-H functionalization by means of the C-H insertion chemistry of rhodium carbenes has become a powerful synthetic method. The key requirements for the development of this chemistry are donor/acceptor carbenes and the chiral dirhodium tetracarboxylate catalysts. This perspective will describe the stages involved in developing this chemistry and illustrate the scope of the donor/acceptor carbene C-H functionalization.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, U.S. Gov't, Non-P.H.S.
  • Review

MeSH terms

  • Catalysis
  • Methane / analogs & derivatives*
  • Methane / chemistry
  • Molecular Structure
  • Organometallic Compounds / chemistry*
  • Stereoisomerism

Substances

  • Organometallic Compounds
  • dirhodium tetracarboxylate
  • carbene
  • Methane