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Rhodium complexes non-covalently bound to cyclodextrins: novel water-soluble supramolecular catalysts for the biphasic hydroformylation of higher olefins.

Authors
  • Sueur, Benoît
  • Leclercq, Loïc
  • Sauthier, Mathieu
  • Castanet, Yves
  • Mortreux, André
  • Bricout, Hervé
  • Tilloy, Sébastien
  • Monflier, Eric
Type
Published Article
Journal
Chemistry (Weinheim an der Bergstrasse, Germany)
Publication Date
Oct 21, 2005
Volume
11
Issue
21
Pages
6228–6236
Identifiers
PMID: 16075437
Source
Medline
License
Unknown

Abstract

A new class of cationic alpha-cyclodextrins bearing 2-hydroxy-3-trimethylammoniopropyl groups has been synthesised. We investigated their efficiency as mass-transfer promoters in a biphasic hydroformylation reaction catalysed by a rhodium trisulfonated triphenylphosphine system. These cationic alpha-cyclodextrins greatly increased the reaction rate, the chemoselectivity, and, surprisingly, the linear-to-branched aldehyde ratio. We attributed this unexpected enhancement of the linear-to-branched aldehyde ratio to the in situ formation of new catalytic supramolecular species obtained by ion-exchange between the catalyst ligand and the cationic alpha-cyclodextrins.

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