Extension of the hydrophobic cavity of calix[4]arene by 'upper rim' functionalization

Article abstract of DOI:10.1016/S0040-4020(01)88192-8

The hydrophobic cavity of calix[4]arene (1) has been extended by 'upper rim' functionalization with different alkyl groups. Using p-chloromethylcalix[4]arene (2) as the intermediate, the synthesis of ethyl (4) and p-benzylcalix[4]arenes (5 a-c) was performed. By reaction of 1 with cyclohexene p-cyclohexylcalix[4]arene (6) was obtained. The crystal structure of p-ethylcalix[4]arene (4) was solved.