Novel saccharide-photoinduced electron transfer sensors based on the interaction of boronic acid and amine

TD James, KRAS Sandanayake, R Iguchi…

Index: James, Tony D.; Sandanayake, K. R. A. Samankumara; Iguchi, Ritsuko; Shinkai, Seiji Journal of the American Chemical Society, 1995 , vol. 117, # 35 p. 8982 - 8987

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Citation Number: 428

Abstract

Abstract: Two boronic acid systems, monoboronic acid 3 and diboronic acid 8, were synthesized. When saccharides form cyclic boronate esters with these boronic acids, the Lewis acid-base interaction between the boronic acid moiety and tertiary amine is strengthened; when saccharides form cyclic boronate esters with boronic acids the acidity of the boronic acid is enhanced. The strength of this acid-base interaction modulates the ...