Issue 79, 2020

A bistable [2]catenane switched by hetero-radical pairing interactions

Abstract

A bistable [2]catenane composed of a tetracationic cyclophane, namely cyclobis(paraquat-p-phenylene) (CBPQT4+) that is mechanically interlocked by a neutral macrocylic component containing both a 1,5-dioxynaphthalene (DNP) and a naphthalene-1,4,5,8-bis(dicarboximide) (NDI) unit, was obtained by using template-directed synthesis via click chemistry. In the fully oxidized state, the CBPQT4+ component encircles the DNP unit, driven by donor–acceptor interactions. Upon reduction of both the CBPQT4+ ring and the NDI unit, the CBPQT2(˙+) ring undergoes shuttling and resides on the NDI˙ station, driven by coulombic-enhanced spin-pairing interactions between different aromatic radicals.

Graphical abstract: A bistable [2]catenane switched by hetero-radical pairing interactions

Supplementary files

Article information

Article type
Communication
Submitted
18 Mar 2020
Accepted
20 Aug 2020
First published
21 Aug 2020

Chem. Commun., 2020,56, 11887-11890

A bistable [2]catenane switched by hetero-radical pairing interactions

Y. Zhang, Q. Chen, Y. Wang, X. Zheng, H. Wang, F. Cao, A. C.-H. Sue and H. Li, Chem. Commun., 2020, 56, 11887 DOI: 10.1039/D0CC02012E

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