| Popis: |
A new derivative of the previously reported 1,2-bis(benzimidazol-2-yl)ethane motif, cation [1H2]2+, was synthesized under microwave irradiation and fully characterized by solution NMR, high-resolution mass spectrometry, cyclic voltammetry and X-ray crystallography. This cation presents a linear geometry and incorporates nitro substituents as electrochemical handles. In solution, cation [1H2]2+, is capable of threading the cavity of dibenzo-24-crown-8 ether host (DB24C8) giving rise to a [2]pseudorotaxane complex [1H2⊂DB24C8]2+, regardless of the counterion, [CF3SO3]− or [CF3COO] −. The interpenetrated structure of [1H2⊂DB24C8]2+ was proven by solution NMR and X-ray crystallography. This host–guest complex is held together by several non-covalent interactions, such as hydrogen bonding and ion-dipole. An electrochemical study of [1H2]2+ in the presence of variable amounts of DB24C8 was performed; due to the irreversible redox behavior of cation [1H2]2+, it was not possible to electrochemically control the association/dissociation process with DB24C8. Copyright © 2014 John Wiley & Sons, Ltd. |
