4.8 Article

Water-Soluble Non-Classical Benzene Mimetics

Journal

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 59, Issue 18, Pages 7161-7167

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.202000548

Keywords

BCP; benzene mimetics; bicyclo[1; 1; 1]pentanes; bioisosteres; water solubility

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A new generation of saturated benzene mimetics, 2-oxabicyclo[2.1.1]hexanes, was developed. These compounds were designed as analogues of bicyclo[1.1.1]pentane with an improved water solubility. Crystallographic analysis of 2-oxabicyclo[2.1.1]hexanes revealed that they occupy a novel chemical space, but, at the same time, resemble the motif of meta-disubstituted benzenes.

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