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Issue 38, 2019

Modular supramolecular dimerization of optically tunable extended aryl viologens

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Abstract

Cucurbit[8]uril (CB[8]) mediated assembly of extended aryl viologens (EVs) into optically tunable dimers is reported for the first time. We show that the modular design and synthesis of a new class of π-conjugated viologen derivatives with rigid aromatic or heteroaromatic bridging units as well as electron donating molecular recognition motifs enable their self-assembly into 2 : 2 complexes with CB[8]. The quantitative dimerization process involving these two molecular components in an aqueous solution enables excimer-like interactions between closely packed charged guests giving rise to distinct spectroscopic behavior. The nature of these dimers (CB[8]2·(EV[X]R)2) in the ground and excited states was characterized by NMR, isothermal titration calorimetry, and steady-state spectroscopic measurements.

Graphical abstract: Modular supramolecular dimerization of optically tunable extended aryl viologens

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Article information


Submitted
20 Jun 2019
Accepted
23 Jul 2019
First published
12 Aug 2019

This article is Open Access
All publication charges for this article have been paid for by the Royal Society of Chemistry

Chem. Sci., 2019,10, 8806-8811
Article type
Edge Article

Modular supramolecular dimerization of optically tunable extended aryl viologens

M. Olesińska, G. Wu, S. Gómez-Coca, D. Antón-García, I. Szabó, E. Rosta and O. A. Scherman, Chem. Sci., 2019, 10, 8806 DOI: 10.1039/C9SC03057C

This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. You can use material from this article in other publications without requesting further permissions from the RSC, provided that the correct acknowledgement is given.

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