Hydrogenation and dehalogenation of aryl chlorides and fluorides by the sol-gel entrapped RhCl3-aliquat 336 ion pair catalyst

J. Blum*, A. Rosenfeld, F. Gelman, H. Schumann, D. Avnir

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

32 Scopus citations

Abstract

The SiO2 sol-gel entrapped ion pair [(C8H17)3NMe]+[RhCl4nH2O]-, generated from RCl3H2O, Aliquat 336® and Si(OMe)4 catalyzes at 80°C and 16 atm. H2, the hydrogenation of aryl fluorides and chlorides to give halogen-free hydroaromatics. Fluorobenzenes initially yield fluorocyclohexanes which eliminate HF, in a non-catalytic process, followed by hydrogenation of the cyclohexenes. In contrast, chlorobenzenes are first dehalogenated to the corresponding benzene derivatives, that in a second step are hydrogenated to cyclohexanes. Aryl bromides undergo dehalogenation and hydrogenation as well, but only in the presence of a free radical scavenger. The catalyst in these reactions is leach-proof and recyclabe with little or no loss in activity.

Original languageEnglish
Pages (from-to)117-122
Number of pages6
JournalJournal of Molecular Catalysis A: Chemical
Volume146
Issue number1-2
DOIs
StatePublished - 20 Oct 1999

Keywords

  • Aliquat 336®
  • Dehalogenation
  • Hydrogenation
  • Immobilized-catalyst
  • Rhodium
  • Sol-gel

Fingerprint

Dive into the research topics of 'Hydrogenation and dehalogenation of aryl chlorides and fluorides by the sol-gel entrapped RhCl3-aliquat 336 ion pair catalyst'. Together they form a unique fingerprint.

Cite this