Design of ionic phosphites for catalytic hydrocyanation reaction of 3-pentenenitrile in ionic liquids

Christophe Vallée, Yves Chauvin, Jean Marie Basset, Catherine C. Santini*, Jean Christophe Galland

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

26 Scopus citations

Abstract

The synthesis and characterization of a novel class of ionic phosphites bearing either a single cationic group obtained by quaternization of aminophosphites or three cationic groups prepared by reaction of phosphorus trichloride with imidazolium phenols are reported. The catalytic hydrocyanation reaction of 3-pentenenitrile (3PN) into adiponitrile has been performed in the presence of Ni(0) with ionic phosphite ligands, and a Lewis acid in biphasic ionic liquid/organic solvent system. The screening of several original cationic phosphites was performed and the experimental conditions were optimized for the tricationic phosphite tris-4-[(2,3-dimethylimidazol-1-yl) methyl]phenyl phosphite tris[bis(trifluoromethylsulfonyl)amide]. It is possible to obtain performance similar to molecular systems and the catalyst and the Lewis acid were immobilized in the ionic phase.

Original languageEnglish (US)
Pages (from-to)1835-1847
Number of pages13
JournalAdvanced Synthesis and Catalysis
Volume347
Issue number14
DOIs
StatePublished - Nov 2005
Externally publishedYes

Keywords

  • Adiponitrile
  • Hydrocyanation
  • Ionic liquids
  • Ionic phosphite
  • Nickel
  • P ligands

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

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