Supramolecular Exchange Reaction in the Cavity of Naphthalene diimides Extended-Pillar[6]arene.

ABSTRACT

A new naphthalene diimides extended-pillar[6]arene 1 with a large cavity and rich host-guest complexation properties was synthesized in high yield. It can not only form 12 complexes with large size polycyclic aromatic hydrocarbons but also form 111 ternary complex with perylene and 2,7-diazapyrenium. Moreover, the supramolecular exchange reaction from a 12 host-guest complex 1•(G3)2 formed by 1 and perylene to a 111 ternary complex 1•G3•G5 formed by 1 with perylene and 2,7-diazapyrenium salt was also investigated by 1H NMR experiments as well as theoretically calculations.