Synthesis of bisazacalix[n]pyridines and their complexation with C60 and C70

Abstract

Disulfane-linked bisazacalix[n]pyridines (n=4, 7) were synthesized for the first time using a macrocyclic fragment coupling approach followed by post-macrocyclization photoreaction with ethanethioic acid and hydrolysis under basic conditions. The bis-macrocyclic compounds acted as strong receptors to form 1:1 complex with C60 and C70, giving a binding constant (Ka(1:1)) up to 107000 L•mol-1. The cooperation of two mono-macrocyclic improved binding affinity to fullerenes. © 2010 SIOC, CAS, Shanghai, & WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.