Catalytic dehalogenation of aryl chlorides mediated by ruthenium(II) phosphine complexes

M E Cucullu, Steven Patrick Nolan, T R Belderrain, R H Grubbs

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63 Citations (Scopus)

Abstract

The catalytic dechlorination of aryl chlorides performed by RuHCl(H-2)(2)(PCy3)(2) and RuH2(H-2)(2)(PCy3)(2) in alcohols is rapid and complete within 1 h. The mechanism involves a transfer hydrogenation step with participation of the alcohol. The system exhibits significant functional group tolerance. The catalyst can be generated in situ from [RuCl2(COD)](x) (COD = cyclooctadiene) and 2 equiv of phosphine (PCy3 or (PPr3)-Pr-i). Catalytic conversions are similar to those observed when an isolated precatalyst is used. Mechanistic considerations and the scope of the process are discussed.

Original languageEnglish
Pages (from-to)1299-1304
Number of pages6
JournalOrganometallics
Volume18
Issue number7
DOIs
Publication statusPublished - 29 Mar 1999

Keywords

  • ASYMMETRIC TRANSFER HYDROGENATION
  • ORGANIC HALIDES
  • CHIRAL LIGANDS
  • REDUCTION
  • HYDROGENOLYSIS
  • KETONES

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