Viologen-cucurbituril host/guest chemistry - redox control of dimerizationversusinclusion

Parastoo Dalvand; Katia Nchimi Nono; Dinesh Shetty; Farah Benyettou; Zouhair Asfari; Carlos Platas-Iglesias; Mark A. Olson; Ali Trabolsi; Mourad Elhabiri

doi:10.1039/d1ra05488k

Viologen-cucurbituril host/guest chemistry - redox control of dimerizationversusinclusion

Parastoo Dalvand
, Katia Nchimi Nono
, Dinesh Shetty
, Farah Benyettou
, Zouhair Asfari
, Carlos Platas-Iglesias
, Mark A. Olson
, Ali Trabolsi
, Mourad Elhabiri

Chemistry

Université de Strasbourg
The University Of Yaounde I
New York University Abu Dhabi
Institut de Recherches Subatomiques
Universidade da Coruña
Northwestern University

Research output: Contribution to journal › Article › peer-review

9 Scopus citations

Abstract

Two calix[4]arene systems,C23⁴⁺andC24⁴⁺- where 2 corresponds to the number of viologen units and 3-4 corresponds to the number of carbon atoms connecting the viologen units to the macrocyclic core - have been synthesized and led to the formation of [3]pseudorotaxanes when combined with eitherCB[7]orCB[8]. The [3]pseudorotaxanes spontaneously dissociate upon reduction of the bipyridinium units as the result of intramolecular dimerization of the two face-to-face viologen radical cations.CB[7]andCB[8]-based [2]pseudorotaxanes containing monomeric viologen guest model compounds,MC3²⁺andMC⁴⁺, do not undergo decomplexation and dimerization following electrochemical reduction of their bipyridinium units.

Original language	British English
Pages (from-to)	29543-29554
Number of pages	12
Journal	RSC Advances
Volume	11
Issue number	47
DOIs	https://doi.org/10.1039/d1ra05488k
State	Published - 9 Aug 2021

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title = "Viologen-cucurbituril host/guest chemistry - redox control of dimerizationversusinclusion",

abstract = "Two calix[4]arene systems,C234+andC244+- where 2 corresponds to the number of viologen units and 3-4 corresponds to the number of carbon atoms connecting the viologen units to the macrocyclic core - have been synthesized and led to the formation of [3]pseudorotaxanes when combined with eitherCB[7]orCB[8]. The [3]pseudorotaxanes spontaneously dissociate upon reduction of the bipyridinium units as the result of intramolecular dimerization of the two face-to-face viologen radical cations.CB[7]andCB[8]-based [2]pseudorotaxanes containing monomeric viologen guest model compounds,MC32+andMC4+, do not undergo decomplexation and dimerization following electrochemical reduction of their bipyridinium units.",

author = "Parastoo Dalvand and \{Nchimi Nono\}, Katia and Dinesh Shetty and Farah Benyettou and Zouhair Asfari and Carlos Platas-Iglesias and Olson, \{Mark A.\} and Ali Trabolsi and Mourad Elhabiri",

note = "Funding Information: M. E. thank the CNRS (LIMA, UMR 7042) and the University of Strasbourg for funding this research work. C. P.-I. acknowledges Centro de Supercomputaci{\'o}n de Galicia (CESGA) for providing access to supercomputing facilities. A. T. thank NYUAD for its generous support of the research program at NYUAD. Funding Information: M. E. thank the CNRS (LIMA, UMR 7042) and the University of Strasbourg for funding this research work. C. P.-I. acknowledges Centro de Supercomputaci?n de Galicia (CESGA) for providing access to supercomputing facilities. A. T. thank NYUAD for its generous support of the research program at NYUAD. Publisher Copyright: {\textcopyright} The Royal Society of Chemistry 2021.",

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AU - Dalvand, Parastoo

AU - Nchimi Nono, Katia

AU - Shetty, Dinesh

AU - Benyettou, Farah

AU - Asfari, Zouhair

AU - Platas-Iglesias, Carlos

AU - Olson, Mark A.

AU - Trabolsi, Ali

AU - Elhabiri, Mourad

N1 - Funding Information: M. E. thank the CNRS (LIMA, UMR 7042) and the University of Strasbourg for funding this research work. C. P.-I. acknowledges Centro de Supercomputación de Galicia (CESGA) for providing access to supercomputing facilities. A. T. thank NYUAD for its generous support of the research program at NYUAD. Funding Information: M. E. thank the CNRS (LIMA, UMR 7042) and the University of Strasbourg for funding this research work. C. P.-I. acknowledges Centro de Supercomputaci?n de Galicia (CESGA) for providing access to supercomputing facilities. A. T. thank NYUAD for its generous support of the research program at NYUAD. Publisher Copyright: © The Royal Society of Chemistry 2021.

PY - 2021/8/9

Y1 - 2021/8/9

N2 - Two calix[4]arene systems,C234+andC244+- where 2 corresponds to the number of viologen units and 3-4 corresponds to the number of carbon atoms connecting the viologen units to the macrocyclic core - have been synthesized and led to the formation of [3]pseudorotaxanes when combined with eitherCB[7]orCB[8]. The [3]pseudorotaxanes spontaneously dissociate upon reduction of the bipyridinium units as the result of intramolecular dimerization of the two face-to-face viologen radical cations.CB[7]andCB[8]-based [2]pseudorotaxanes containing monomeric viologen guest model compounds,MC32+andMC4+, do not undergo decomplexation and dimerization following electrochemical reduction of their bipyridinium units.

AB - Two calix[4]arene systems,C234+andC244+- where 2 corresponds to the number of viologen units and 3-4 corresponds to the number of carbon atoms connecting the viologen units to the macrocyclic core - have been synthesized and led to the formation of [3]pseudorotaxanes when combined with eitherCB[7]orCB[8]. The [3]pseudorotaxanes spontaneously dissociate upon reduction of the bipyridinium units as the result of intramolecular dimerization of the two face-to-face viologen radical cations.CB[7]andCB[8]-based [2]pseudorotaxanes containing monomeric viologen guest model compounds,MC32+andMC4+, do not undergo decomplexation and dimerization following electrochemical reduction of their bipyridinium units.

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Viologen-cucurbituril host/guest chemistry - redox control of dimerizationversusinclusion

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