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Article Dans Une Revue Pure and Applied Chemistry Année : 2018

New water-soluble Schiff base ligands based on β-cyclodextrin for aqueous biphasic hydroformylation reaction

Résumé

The synthesis of water-soluble rhodium(I) salicylaldiminato and salicylhydrazonic complexes has been achieved employing two preparative routes. Schiff base condensation between 6A-deoxy-6A-amino-β-CD or 6A-deoxy-6A-hydrazino-β-CD and 5-sodiosulfonato-2-hydroxybenzaldehyde (sulfonated salicylaldehyde) (1) or 5-sodiosulfonato-3-tert-butyl-2-hydroxybenzaldehyde (sulfonated tBu-salicylaldehyde) (2) led to the formation of the corresponding imine or hydrazone ligands (3, 4, 5 and 6). Reaction of [Rh(COD)2+BF4] with these new ligands in an alkaline solution formed the corresponding rhodium complexes quantitatively. These rhodium(I) complexes could also be prepared in one-pot by mixing, in stoichiometric proportions, the modified β-CDs with the sulfonated salicylaldehyde and with the rhodium precursor in an alkaline solution at room temperature. These rhodium complexes were applied as catalysts in the aqueous biphasic hydroformylation of 1-decene as a model reaction.
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Dates et versions

hal-01787217 , version 1 (15-11-2023)

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Maxime Dauchy, Michel Ferreira, Jérôme Leblond, Hervé Bricout, Sébastien Tilloy, et al.. New water-soluble Schiff base ligands based on β-cyclodextrin for aqueous biphasic hydroformylation reaction. Pure and Applied Chemistry, 2018, 90 (5), pp.845 - 855. ⟨10.1515/pac-2017-1205⟩. ⟨hal-01787217⟩
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