Carbene Transfer Reactions Catalysed by Dyes of the Metalloporphyrin Group

Molecules. 2018 Mar 29;23(4):792. doi: 10.3390/molecules23040792.

Abstract

Carbene transfer reactions are very important transformations in organic synthesis, allowing the generation of structurally challenging products by catalysed cyclopropanation, cyclopropenation, carbene C-H, N-H, O-H, S-H, and Si-H insertion, and olefination of carbonyl compounds. In particular, chiral and achiral metalloporphyrins have been successfully explored as biomimetic catalysts for these carbene transfer reactions under both homogeneous and heterogeneous conditions. In this work the use of synthetic metalloporphyrins (MPorph, M = Fe, Ru, Os, Co, Rh, Ir, Sn) as homogeneous or heterogeneous catalysts for carbene transfer reactions in the last years is reviewed, almost exclusively focused on the literature since the year 2010, except when reference to older publications was deemed to be crucial.

Keywords: X-H insertion; carbenes; cyclopropanation; cyclopropenation; metalloporphyrins; olefination; porphyrins.

Publication types

  • Review

MeSH terms

  • Metalloporphyrins / chemistry*
  • Methane / analogs & derivatives*
  • Methane / chemistry

Substances

  • Metalloporphyrins
  • carbene
  • Methane