Cyclodextrin molecular reactors

Lorna Barr, Paul G. Dumanski, Christopher J. Easton*, Jason B. Harper, Kitty Lee, Stephen F. Lincoln, Adam G. Meyer, Jamie S. Simpson

*Corresponding author for this work

    Research output: Contribution to journalArticlepeer-review

    49 Citations (Scopus)

    Abstract

    The ability of cyclodextrins to form inclusion complexes with hydrophobic species in aqueous solution makes them well-suited to the development of molecular reactors, to be used as miniature reaction vessels in order to control the outcomes of chemical transformations at the molecular level. In this manner, reaction rates can be increased and products may be obtained that are different to those normally accessible from reactions in free solution. Examples used to illustrate these effects include: the application of cyclodextrins to control the regioselectivity of bromination of aromatic substrates with pyridinium dichlorobromate; the use of a metallocyclodextrin to increase the rate of hydrolysis of a phosphate triester by almost five orders of magnitude; the development of modified cyclodextrins to increase the rates and reverse the regioselectivity of nitrile oxide cycloadditions; and the use of a cyclodextrin dimer to change the ratio of formation of indigoid dyes by a factor of more than 3500.

    Original languageEnglish
    Pages (from-to)19-24
    Number of pages6
    JournalJournal of Inclusion Phenomena
    Volume50
    Issue number1-2
    DOIs
    Publication statusPublished - Oct 2004

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