Non-Heme-Type Ruthenium Catalyzed Chemo- and Site-Selective C-H Oxidation

Chem Asian J. 2020 Mar 16;15(6):762-765. doi: 10.1002/asia.202000134. Epub 2020 Feb 27.

Abstract

Herein, we developed a Ru(II)(BPGA) complex that could be used to catalyze chemo- and site-selective C-H oxidation. The described ruthenium complex was designed by replacing one pyridyl group on tris(2-pyridylmethyl)amine with an electron-donating amide ligand that was critical for promoting this type of reaction. More importantly, higher reactivities and better chemo-, and site-selectivities were observed for reactions using the cis-ruthenium complex rather than the trans-one. This reaction could be used to convert sterically less hindered methyne and/or methylene C-H bonds of a various organic substrates, including natural products, into valuable alcohol or ketone products.

Keywords: C−H oxidation; Hydroxylation; Non-Heme model; Ruthenium; Site-selective oxidation.

MeSH terms

  • Carbon / chemistry*
  • Catalysis
  • Coordination Complexes / chemistry*
  • Crystallography, X-Ray
  • Heme / chemistry
  • Hydrogen / chemistry*
  • Oxidation-Reduction
  • Ruthenium / chemistry*
  • Stereoisomerism

Substances

  • Coordination Complexes
  • Heme
  • Carbon
  • Ruthenium
  • Hydrogen