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DL Selective re-binding of saccharide-imprinted [60]fullerene-bisadducts based on a saccharide-boronic acid interaction: Development of a molecular imprinting technique useful in a homogeneous system

✍ Scribed by Tsutomu Ishi-i; Ritsuko Iguchi; Seiji Shinkai


Publisher
Elsevier Science
Year
1999
Tongue
French
Weight
508 KB
Volume
55
Category
Article
ISSN
0040-4020

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✦ Synopsis


The memory effect of the D-threitol-or L-threitol-imprinted 160lfullerene-bisadduct [(fc)-4 or (fA)-4], which was obtained from the double addition reaction between [601fullerene and D-threitol-or L-threitol-boronic acid 1:2 complex (D-1 or L-I), was discussed. In the competitive complexation with D-threitol and L-threitol, (fc)-4 or (fA)-4 diastereoselectively rebound with the original template, Dthreitol or L-threitol, respectively, affording the corresponding 1:1 complex [(fc)-3D or (fA)-3LI. The selectivities increased with lowering the complexation temperature: under the optimum conditions 48% diastereomeric excess was achieved.