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Transition-state stabilization via dynamic molecular recognition : a concerted acid-base bifunctional catalysis in ester hydrolysis

✍ Scribed by Tadahiro Motomura; Kazuhisa Inoue; Kenji Kobayashi; Yasuhiro Aoyama


Publisher
Elsevier Science
Year
1991
Tongue
French
Weight
302 KB
Volume
32
Category
Article
ISSN
0040-4039

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✦ Synopsis


An imidazole derivative la having a bisresorcinol moiety catalyzes the hydrolysis of p-nitrophenyl acetate in H&-CHXN (9:l) bv the mechanism involvine a concerted acid-base coooeration: nucleouhilic attack of the imi&>olyl &oup bn substrate is assisted by the hidroxyl group of the bisreiorcinol 'moiety as a general acid.