Impact of cyclodextrins on the behavior of amphiphilic ligands in aqueous organometallic catalysis

Abstract

SummaryIn this study, we showed that the addition of randomly modified β-cyclodextrin (RAME-β-CD) in aqueous medium could have a beneficial impact on the catalytic performances of phosphane-based aggregates in the Pd-catalyzed cleavage of allyl carbonates (Tsuji–Trost reaction). The RAME-β-CD/phosphane supramolecular interactions helped explain the catalytic results. The presence of RAME-β-CD in the aqueous compartment improved the phosphane-based aggregate dynamics. The exchanges between the hydrophobic substrate-containing aggregate core and the catalyst-containing aqueous phase were then greatly favored, resulting in an increase in the catalytic performances.

Procedural Rate Enhancement of Lean Aqueous Hydroformylation of 1‐Octene without Additives

“…To overcome this limitation, a considerable number of studies have been published focusing on the use of additives such as co‐solvents 13, 14, surfactants 15–18, dextrines 19, 20, ionic liquids 21–23 or ambiphilic ligands 15, 16 to increase interfacial area or solubility. Examples are presented in Scheme .…”

Recent developments in cyclodextrin‐mediated aqueous biphasic hydroformylation and tsuji–trost reactions

“…The impact of modified CDs on phosphane‐containing micelles was also demonstrated in a Pd‐catalysed cleavage of allyl carbonates (Tsuji–Trost reaction) . Addition of RAME‐β‐CD in aqueous medium greatly improved the catalytic performances of phosphane‐based aggregates.…”

Azo-Dyes-Grafted Oligosaccharides—From Synthesis to Applications

“…Host-guest interactions play an important role in the cyclodextrin (CD) area. Indeed, CD dimers can interact with hosts [ 77 , 89 ] and this interaction can have an important physicochemical involvement. Kim et al in 2020 synthesized azobenzene-grafted carboxymethyl cellulose (CMC) hydrogels for a controlled drug release system [ 90 ].…”

“…With this special shape and physicochemical properties, cyclodextrins can host organic compounds and solubilize them in aqueous solutions. This can lead to various applications, such as odor control [ 75 ] separation and analysis [ 76 ] catalysis [ 77 , 78 ] or even drug delivery [ 79 ].…”