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Communication | Special issue | Vol 15, No. 2, 1981, pp.815-818
Published online, 1st January, 1970
DOI: 10.3987/S-1981-02-0815
Change of Selectivity in Modified Cyclodextrin Catalyst

I. Tabushi, Y. Kuroda and Y. Sakata

*Department of Synthetic Chemistry, Kyoto University, Yoshida, Sakyou-ku, Kyoto 606-8501, Japan

Abstract

β-Cyclodextrin having a hydroxamate functional group was newly prepared and its catalytic activity for hydrolysis of a series of mono- or dinitrophenyl acetates was estimated. Relative enhancement of catalytic hydrolysis, kcat(CD-hydroxamate)/kcat(CD), was very sensitive to the substrate structure, e.g., lacation of substituent nitro group(s), being 230, for p-nitro; 130, 2,3-dinitro; 66, 3,4-dinitro; and 36 for 2,5-dinitro. The reaction mechanism was discussed.