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Unprecedented Meta-Substitution of Calixarenes: Direct Way to Inherently Chiral Derivatives

Publication at Faculty of Science |
2012

Abstract

Electrophilic aromatic substitution in the calix[n]arene series is a well-established procedure leading exclusively to para-substituted derivatives. An unprecedented regioselectivity of the mercuration reaction leading to the meta-substituted calix[4]arenes is described.

These compounds represent a new type of substitution pattern in classical calixarene chemistry and open the door for the straightforward synthesis of inherently chiral receptors based on calixarenes.