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


ABSTRACT: In this study, we showed that the addition of randomly modified ?-cyclodextrin (RAME-?-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-?-CD/phosphane supramolecular interactions helped explain the catalytic results. The presence of RAME-?-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.

SUBMITTER: Bricout H 

PROVIDER: S-EPMC3458772 | biostudies-literature | 2012

REPOSITORIES: biostudies-literature

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

Bricout Hervé H   Léonard Estelle E   Len Christophe C   Landy David D   Hapiot Frédéric F   Monflier Eric E  

Beilstein journal of organic chemistry 20120906


In 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 hydrophob  ...[more]

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