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DOI: 10.1039/A704467D (Paper) Reference Section for: J. Chem. Soc., Perkin Trans. 1, 1997, 3157-3160

Preparation and characterization of 6A-polyamine-mono-substituted β-cyclodextrins

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Bruce L. May, Suzanna D. Kean, Christopher J. Easton and Stephen F. Lincoln

Abstract

General syntheses for eleven β-cyclodextrins (cyclomaltoheptaoses) mono-substituted at the C6 position by a polyamine are described. The basis of the synthesis is the reaction of 6A-O-(4-methylphenylsulfonyl)-β-cyclodextrin in the presence of KI in 1-methylpyrrolidin-2-one solution. This produces a clean product and obviates the substantial purification procedures which other preparative methods often entail. Systematic studies of the variations of the pKas of the protonated amine groups and the 13C NMR spectra of the modified β-cyclodextrins with pH are reported.

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