Bottom-Up Construction of a CO2-Based Cycle for the Photocarbonylation of Benzene, Promoted by a Rhodium(I) Pincer Complex

Aviel Anaby, Moran Feller, Yehoshoa Ben-David, Gregory Leitus, Yael Diskin-Posner, Linda J W Shimon, David Milstein

Research output: Contribution to journalArticle

24 Citations (Scopus)

Abstract

The use of carbon dioxide for synthetic applications presents a major goal in modern homogeneous catalysis. Rhodium-hydride PNP pincer complex 1 is shown to add CO2 in two disparate pathways: one is the expected insertion of CO2 into the metal-hydride bond, and the other leads to reductive cleavage of CO2, involving metal-ligand cooperation. The resultant rhodium-carbonyl complex was found to be photoactive, enabling the activation of benzene and formation of a new benzoyl complex. Organometallic intermediate species were observed and characterized by NMR spectroscopy and X-ray crystallography. Based on the series of individual transformations, a sequence for the photocarbonylation of benzene using CO2 as the feedstock was constructed and demonstrated for the production of benzaldehyde from benzene.

Original languageEnglish
Pages (from-to)9941-9950
Number of pages10
JournalJournal of the American Chemical Society
Volume138
Issue number31
DOIs
Publication statusPublished - Aug 10 2016

ASJC Scopus subject areas

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

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