Catalytic C-F bond hydrogenolysis of fluoroaromatics by [(η5-C5Me5)RhI(2,2′-bipyridine)]

Hidetaka Nakai, Kihun Jeong, Takahiro Matsumoto, Seiji Ogo

Research output: Contribution to journalArticle

26 Citations (Scopus)

Abstract

A new class of efficient catalyst, the Rh(I) complex [(η5-C5Me5)RhI(bpy)] (1; bpy = 2,2′-bipyridine), for the C-F bond hydrogenolysis of fluoroaromatics (C6F5CF3, C6F6, C6F5H, and C6F5CH3) is presented. The best turnover number of 380 for C6F6 is afforded by using 0.1 mol % of 1, 0.8 MPa of H2, and 2 equiv of Et2NH in CH3CN at 25 °C. The successful isolation of the C-F bond cleavage product [(η5-C5Me5)RhIII(bpy)(C6F5)](F) as a plausible intermediate of the catalytic hydrogenolysis of C6F6 by 1 is also described.

Original languageEnglish
Pages (from-to)4349-4352
Number of pages4
JournalOrganometallics
Volume33
Issue number17
DOIs
Publication statusPublished - Sep 8 2014

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hydrogenolysis
Hydrogenolysis
cleavage
isolation
catalysts
Catalysts
products

All Science Journal Classification (ASJC) codes

  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry

Cite this

Catalytic C-F bond hydrogenolysis of fluoroaromatics by [(η5-C5Me5)RhI(2,2′-bipyridine)]. / Nakai, Hidetaka; Jeong, Kihun; Matsumoto, Takahiro; Ogo, Seiji.

In: Organometallics, Vol. 33, No. 17, 08.09.2014, p. 4349-4352.

Research output: Contribution to journalArticle

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