Triple Stack of a Viologen Derivative in a CB[10] Pair

A viologen–phenylene–imidazole (VPI) conjugate, previously shown to be singly complexed by CB[7] and doubly bound by CB[8], is herein shown to form antiparallel triple stacks in water with cucurbit[10]­uril (CB[10]), pairwise complexing the guest trimer. The quinary host:guest 2:3 complex showed fea...

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Bibliographic Details
Published in:Organic letters 2021-07, Vol.23 (14), p.5283-5287
Main Authors: Liu, Fengbo, Chowdhury, Shagor, Rosas, Roselyne, Monnier, Valérie, Charles, Laurence, Karoui, Hakim, Gigmes, Didier, Ouari, Olivier, Chevallier, Floris, Bucher, Christophe, Kermagoret, Anthony, Liu, Simin, Bardelang, David
Format: Article
Language:English
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Chemical Sciences
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Summary:A viologen–phenylene–imidazole (VPI) conjugate, previously shown to be singly complexed by CB[7] and doubly bound by CB[8], is herein shown to form antiparallel triple stacks in water with cucurbit[10]­uril (CB[10]), pairwise complexing the guest trimer. The quinary host:guest 2:3 complex showed features assignable to charge-transfer interactions. Under reductive conditions, CB[10] could solubilize a VPI radical, even though CB[10] and reduced VPI are almost insoluble, thereby illustrating a possible new application for CB[10].
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.1c00773