期刊
ADVANCED SYNTHESIS & CATALYSIS
卷 354, 期 7, 页码 1337-1346出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201100837
关键词
cyclodextrins; hydroformylation; micelles; phosphanes; supramolecular chemistry
资金
- Centre National de la Recherche Scientifique (CNRS)
- Ministere de l'Enseignement Superieur et de la Recherche
- Region Nord-Pas de Calais (France)
- Ministere de la Jeunesse, de l'Education Nationale et de la Recherche (MJENR)
- Fonds Europeens de Developpement Regional (FEDER)
When mixed with a water-soluble phosphane capable of self-assembling into micelles, native or modified beta-cyclodextrins (beta-CDs) show very contrasting behavior depending on their neutral or ionic nature. In the post-micellar region, neutral beta-CDs led to a micelle destructuring. Conversely, micelles remained stable over a well-defined range of ionic beta-CD concentrations. In that case, the micelle destruction was only observed when using a large excess of ionic beta-CDs. The catalytic performances of these micellar systems have been evaluated in a rhodium-catalyzed hydroformylation reaction of 1-decene. We showed that, using ionic beta-CDs, the catalytic activity could be improved without a detrimental impact upon the regioselectivity. A linear/branched aldehyde ratio as high as 8.6 could be achieved. The best results were obtained with stoichiometric quantities of ionic randomly methylated beta-CDs with respect to the phosphane with a beneficial effect on the decantation at the end of the reaction.
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