Publication Date:
2016-04-23
Description:
An efficient, simple protocol for the synthesis of a new family of chiral ureas 1-4 is described. The binding properties of 1-4 towards different anion (acetate, benzoate, fluoride and chloride) have been studied by 1 H-NMR titration and have been observed in the case of 4 is a selective receptor for acetate. Theoretical calculation M06/6-311+G(d,p) helped us explain the binding properties observed. The most interesting observation is that this calculated structure is consistent with expected based on the concept of allylic 1,3-strain (A 1,3 strain). When chiral caboxilates were studied urea 1 was the best in discriminating between enantiomers. This article is protected by copyright. All rights reserved.
Print ISSN:
0018-019X
Electronic ISSN:
1522-2675
Topics:
Chemistry and Pharmacology
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