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Rhodium Complexes Non‐Covalently Bound to Cyclodextrins: Novel Water‐Soluble Supramolecular Catalysts for the Biphasic Hydroformylation of Higher Olefins
Author(s) -
Sueur Benoît,
Leclercq Loïc,
Sauthier Mathieu,
Castanet Yves,
Mortreux André,
Bricout Hervé,
Tilloy Sébastien,
Monflier Eric
Publication year - 2005
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.200500337
Subject(s) - hydroformylation , cationic polymerization , chemoselectivity , rhodium , chemistry , catalysis , aldehyde , polymer chemistry , ligand (biochemistry) , triphenylphosphine , supramolecular chemistry , organic chemistry , combinatorial chemistry , medicinal chemistry , molecule , biochemistry , receptor
A new class of cationic α‐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 α‐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 α‐cyclodextrins.

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