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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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Publication details

The article was received on 20 Jun 2019, accepted on 23 Jul 2019 and first published on 12 Aug 2019


Article type: Edge Article
DOI: 10.1039/C9SC03057C
Chem. Sci., 2019, Advance Article
  • Open access: Creative Commons BY license
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    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, Advance Article , DOI: 10.1039/C9SC03057C

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