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Organic Reactions Mediated by y-CD

A modified y-CD bearing an 0-2-naphthylacetyl substituent prodnced larger overall ester hydrolysis rates in water (pH 8.7) than native y-CD. A 12-fold increase was observed for p-nitrophenyl acetate, arising from both an inaeased rate of intracomplex hydrolysis [Pg.93]

Redox reactions can be controlled by complexes between one host and two guest molecules. For example, the redox reaction between A -benzylnicotinamide and ninhydrin was affected by the addition of CD. y-CD facilitated the formation of the ternary complex of catalyst-substrate-y-CD in a 1 1 1 ratio, in which the redox reaction proceeded. However, j8-CD inhibited the formation of the catalyst-substrate complex, decreasing the reaction rate. This is an example in which the CD cavity controlled the catalyst-substrate complex formation.  [Pg.94]

Higher selectivity has been reported using 3,6-anhydro-y-CD instead of native y-CD. It has been known that anhydro-CD has a distorted cavity. Interestingly, the isomer- and [Pg.94]

The different complexation properties of the trans- and cis-AzCD are attributed to the difference in cavity size induced by the configuration of the azo double bond. It is assumed that the cavity of cis-AzCD is deeper than both that of trans-AzCD and native CD. The cavity of trans-AzCD might be shallow and broader. This is the reason why the first guest molecule binds more strongly than the second. p-Nitrophenylacetate was hydrolyzed [Pg.96]

These results hold particular interest in the reversed photoregulated system of molecular functions. Thus, the AzCD results suggested that the cavity of )5-CD can include more [Pg.97]


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