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    Supramolecularly controlled surface activity of an amphiphilic ligand. Application to aqueous biphasic hydroformylation of higher olefins

    Year: 2011

    Journal: Catalysis Science and Technology, 2011, 1 (8) 1347-1353, 20121211

    Authors: Natacha Six , Antonella Guerriero , David Landy , Maurizio Peruzzini , Luca Gonsalvi , Frédéric Hapiot, Eric Monflier

    Organizations: Universite´ Lille Nord de France, CNRS UMR 8181,Unite´ de Catalyse et de Chimie du Solide, UCCS UArtois,Faculte´ Jean Perrin, rue Jean Souvraz, SP18, F-62300 Lens, France; Istituto di Chimica del Composti Organometallici, Consiglio Nazionale delle Ricerche (ICCOM-CNR), Via Madonna del Piano 10, 50019 Sesto Fiorentino, Firenze, Italy; Universite´ Lille Nord de France, UCEIV, ULCO, 145,Avenue Maurice Schumann, MREI 1, F-59140 Dunkerque, France

    A biphasic catalytic system has been elaborated in which the amphiphilic species concentrations at the aqueous/organic interface could be thermocontrolled by the supramolecular interaction between ß-cyclodextrins and the 1-(4-tert-butyl)benzyl-1-azonia-3,5-diaza-7-phosphaadamantyl ligand (1). The system proved efficient in Rh-catalyzed hydroformylations of higher olefins. An increase in the catalytic activity was observed without alteration in either the chemo- or the regio-selectivity. The main advantage of the cyclodextrin/1 couple lies in the rapid decantation of the biphasic system at the end of the reaction. This study represents the first example of thermoregulation of the surface activity of an amphiphilic phosphane by a cyclodextrin.