Catalytic Hydrogenolysis of Aryl C-F Bonds Using a Bimetallic Rhodium-Indium Complex

James T. Moore, Connie C. Lu

Research output: Contribution to journalArticlepeer-review

16 Scopus citations

Abstract

A homogeneous rhodium-indium catalyst hydrodefluorinates substrates bearing strong aryl C-F bonds, including difluoro- and fluorobenzene, using 1 atm of H2, alkoxide bases, and moderate temperatures (70-90 °C). Characterization of catalytic intermediates establishes a formal Rh-I/RhI redox cycle. The Rh → In interaction is proposed to enable catalysis by stabilizing the reactive Rh-I species, which is responsible for cleaving the Ar-F bond and is ultimately regenerated using H2 and base.

Original languageEnglish (US)
Pages (from-to)11641-11646
Number of pages6
JournalJournal of the American Chemical Society
Volume142
Issue number27
DOIs
StatePublished - Jul 8 2020

Bibliographical note

Funding Information:
The authors acknowledge the National Science Foundation (CHE-1800110) for support. X-ray diffraction experiments were performed using a crystal diffractometer acquired through an NSF-MRI award (CHE-1229400) in the X-ray laboratory supervised by Dr. Victor G. Young, Jr.

Publisher Copyright:
© 2020 American Chemical Society.

PubMed: MeSH publication types

  • Journal Article
  • Research Support, U.S. Gov't, Non-P.H.S.

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