Inherently chiral calix[4]arenes with C4-symmetry are extremely rare and difficult to synthesise, severely hampering any effort to expand on their potential as chiral supramolecular catalysts and building blocks. Herein we...
The ipso-bromination of calix[4]arenes using bromine has been investigated and provides a direct method to tetra-bromocalix [4]arene in a single step in excellent yield (>90%). The method is also applicable to directly forming tribromocalix [4]arene in appreciable amounts (>60%). It was found during this study that a number of important reaction variables were very important for success, namely exclusion of light, temperature control, purity of starting material, solvent used and rate of bromine addition.
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