Hydroformylation in Aqueous Biphasic Media Assisted by Molecular Receptors

Abstract

The role of molecular receptors in aqueous biphasic hydroformylation of higher olefins is highlighted through a detailed analysis of their molecular recognition properties. The behavior of cyclodextrins and calixarenes as molecular receptors is especially emphasized and discussed. Their supramolecular interactions with the substrates and the water-soluble ligands proved to be an essential parameter guiding the reaction performances. The hydroformylation activity and chemo- and regio-selectivities can thus be accurately controlled by a suitable match between the receptor and the reaction components. Development outlooks are also presented.

Rhodium-Catalyzed Aqueous Biphasic Olefin Hydroformylation Promoted by Amphiphilic Cyclodextrins

“…They have also been used as mass-transfer agents in order to increase the solubility of hydrophobic substrates in water [14,15]. For example, the use of CDs in rhodium-catalyzed hydroformylation in an aqueous/organic two-phase system was previously described [16][17][18][19][20]. Increases in catalytic potential were especially high for hydrophobic substrates, which shows the beneficial effect of CDs on mass transfer at the aqueous-organic interface.…”

Kinetics of 1‐decene hydroformylation in an aqueous biphasic medium using a water‐soluble Rh‐sulfoxantphos catalyst in the presence of a cosolvent

“…11,12 Numerous approaches have been developed to extend the scope of the aqueousbiphasic methodology to higher olefins. 13 In this context, several modifications of the water-soluble catalysts using suitable additive such as cosolvents, [14][15][16] surfactants, [17][18][19][20] phase transfer catalyst, [21][22][23][24] and promoter ligands 25,26 have been reported.…”

Low melting mixtures based on β-cyclodextrin derivatives and N,N′-dimethylurea as solvents for sustainable catalytic processes

“…Indeed, β-CD is a cyclic carbohydrate composed of seven D-glucopyranose units some of whose hydroxyl groups could form hydrogen bonds with DMU. In addition, the CD family allowed increasing catalytic activity and/or selectivity during organometallic processes by playing the role of mass transfer agents 10,11 or ligands. [12][13][14] In this article, we described new LMM mixtures easily obtained by the simple association of β-CD or its derivatives (Scheme 1) and DMU.…”