Shaping of calix[4]arenes via double bridging of the upper rim†
Abstract
Direct double meta-mercuration can be used for subsequent bridging of a calix[4]arene skeleton via the installation of ketone moieties. This unprecedented substitution pattern in calixarene chemistry possesses a heavily distorted and rigid cavity capable of interactions with selected molecular guests as documented by binding of a CH2Cl2 molecule held in place by an intricate net of 10 specific (halogen bonding and hydrogen bonding) interactions from two neighbouring calixarene molecules.
- This article is part of the themed collection: Form and Function of Molecular Cups and Capsules