title: New phosphane based on a beta-cyclodextrin, exhibiting a solvent-tunable conformation, and its catalytic properties.
abstract: A new diphenylphosphane based on a beta-cyclodextrin skeleton that exhibits a dual solubility in water and in organic solvent was synthesised. Interestingly, a solvent-dependent conformation change was evidenced by NMR spectroscopy studies; the self-inclusion of a phenyl group of the phosphane moiety into cyclodextrin cavity observed in water disappeared in organic solvents due to a change in conformation. Hydrogenation or hydroformylation reactions performed in water and in organic solvents showed that this ligand was able to stabilise catalytically active rhodium species in solution. In the case of the hydroformylation reaction, it was demonstrated that regioselectivity was influenced by the solvent-dependent conformation of the ligand.
authors.affiliation: UniversitéLille Nord de France, 59000 Lille, France.
authors.forename: Cécile
authors.initials: C
authors.lastname: Machut-Binkowski
authors.forename: François-Xavier
authors.initials: FX
authors.lastname: Legrand
authors.forename: Nathalie
authors.initials: N
authors.lastname: Azaroual
authors.forename: Sébastien
authors.initials: S
authors.lastname: Tilloy
authors.forename: Eric
authors.initials: E
authors.lastname: Monflier
mesh_terms: D002384:Catalysis; D008968:Molecular Conformation; D010720:Phosphines / Q000737:chemistry*; D012997:Solvents / Q000737:chemistry; D047392:beta-Cyclodextrins / Q000737:chemistry*
chemical_list: D010720:Phosphines; D012997:Solvents; D047392:beta-Cyclodextrins; C044646:phosphine