The kinetic product of the octabromination of p-tert-butylcalix[8]arene octamethyl ether

Abstract

A new isomer, not previously detected, is the kinetic product of the octabromination (NBS, CH 2 Cl 2 , rt, 60 W Vis irradiation) of p-tert-butylcalix [8]arene octamethyl ether. On the basis of the signal pattern in the NMR spectrum, and the splitting of methoxy signals in the presence of a chiral solvating agent, the isolated product is assigned as one of the two possible achiral forms of C s symmetry, where the mirror symmetry operation bisects two opposite aryl rings.