Regioselective introduction of two boronic acid groups into [60]fullerene using saccharides as imprinting templates
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Tsutomu Ishi-i and Seiji Shinkai
Abstract
Two boronic acid groups were introduced into [60]fullerene using saccharides as template molecules: it was found that the regioselectivity changes depending on the saccharide structure.
References
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In 12a, three isomers (in–in, out–in and out–out) are available, in
principle, owing to the direction of the B(OCH2CMe2CH2O) group in
the benzene ring. Judging from the size of the template saccharide and
the splitting pattern of the 1H NMR spectrum, the out–in and out–out
isomers can be excluded. Thus, 12a isolated here is the in–in isomer. For
an explanation of the concept of in–in, out–in and out–out isomers, see
refs. 4–6.
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