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Abstract
Novel guest-modified α- and β-cyclodextrins (CyDs) through an alkyl chain and amide bond (1 α, 2 α, 3 α, 2 β and 3 β) were synthesised in satisfactory yield (81–93%) by DCC condensation between 3-monoamino-3-monodeoxy-CyD and benzoic acid, phenylpropionic acid and phenylbutylic acid, respectively. These substituted CyDs include their phenyl groups into their own cavities, forming intra-molecular host–guest complexes evidenced by varied concentration of 1D and 2D NOE NMR spectra. Compounds 1–3 exhibit higher water solubility than native CyD.
