Journal
TETRAHEDRON
Volume 60, Issue 31, Pages 6487-6493Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2004.06.028
Keywords
palladium; water-soluble phosphines; cyclodextrins; molecular recognition; carbonate and urethane cleavage
Categories
Ask authors/readers for more resources
Randomly hydroxypropylated and methylated cyclodextrins with different cavity size have been used as inverse phase transfer catalysts in a palladium catalyzed Tsuji-Trost reaction with water-insoluble alkylallylcarbonates and alkylallylurethanes as substrate. It has been shown that the molecular recognition ability of both alpha-CD and beta-CD derivatives towards these substrates was responsible for an increase in the reaction rates and remarkable substrate selectivities between a linear and a branched structure. By contrast, the too wide cavity of gamma-CD derivatives did not allow these carriers to be efficient in terms of substrate selectivity. Thus, the performances of a cyclodextrin carrier in this cleavage reaction strongly depended on the size of the cavity in which the substrate had to fill in as close as possible the available space. (C) 2004 Elsevier Ltd. All rights reserved.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available