Transfer hydrogenylysis of trichloromethyl compounds by alcohols and polystyrene-anchored Rh, Ru and Ir complexes

Yoelit Migron*, Jochanan Blum, Yoel Sasson

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

11 Scopus citations

Abstract

Polystyrene-anchored RhCl[P(C6H5)3]3, RuCl2[P(C6H5)3]3 and IrCl-(CO)[P(C6H5)3]2 were shown to catalyze selective transfer hydrogenolysis of various trichloromethyl compounds between 140 and 160 °C in the presence of 2-propanol. 2,2,2-Trichloro-1-phenylethanol, 2,2,2-trichloro-acetophenone and 2-propyl trichloroacetate were converted into 2,2-dichloro-1-phenylethanol, 2,2-dichloroacetophenone and 2-propyl dichloro-acetate, respectively. 1,3,3,3-Tetrachloropropylbenzene gave a 1:1 mixture of 1,3,3- and 3,3,3-trichloropropylbenzene. Under the reaction conditions the catalysts proved to be resistant to leaching. Owing to saturation of the active sites with HCl, the catalytic power dropped after several runs, but it could be restored by extrusion of part of the metal-coordinated chlorine with the aid of air or oxygen.

Original languageEnglish
Pages (from-to)187-194
Number of pages8
JournalJournal of Molecular Catalysis
Volume22
Issue number2
DOIs
StatePublished - Dec 1983

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