pH‐Controlled Gliding Motions in Pillar[5]arene‐Containing Molecular Shuttles

New pillar[5]arene‐based molecular shuttles incorporating an axle component with two stations, namely a –(CH2)10– chain and a protonable triazole subunit, have been prepared. Detailed spectroscopic investigations supported by density functional theory calculations revealed that gliding motions of th...

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Main Authors: Nihed Becharguia, Iwona Nierengarten, Alix Sournia‐Saquet, Emeric Wasielewski, Rym Abidi, Béatrice Delavaux‐Nicot, Jean‐François Nierengarten
Format: Article
Language:English
Published: Wiley-VCH 2025-07-01
Series:ChemistryEurope
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Online Access:https://doi.org/10.1002/ceur.202400115
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author Nihed Becharguia
Iwona Nierengarten
Alix Sournia‐Saquet
Emeric Wasielewski
Rym Abidi
Béatrice Delavaux‐Nicot
Jean‐François Nierengarten
author_facet Nihed Becharguia
Iwona Nierengarten
Alix Sournia‐Saquet
Emeric Wasielewski
Rym Abidi
Béatrice Delavaux‐Nicot
Jean‐François Nierengarten
author_sort Nihed Becharguia
collection DOAJ
description New pillar[5]arene‐based molecular shuttles incorporating an axle component with two stations, namely a –(CH2)10– chain and a protonable triazole subunit, have been prepared. Detailed spectroscopic investigations supported by density functional theory calculations revealed that gliding motions of the pillar[5]arene occur over the full length of the molecular axle in the protonated state, while such molecular motions are limited over the decyl station in the neutral state. Finally, electrochemical investigations further revealed that the oxidation of the pillar[5]arene moiety of the protonated rotaxane also triggers conformational changes and the oxidized macrocycle is only located over the decyl station.
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publishDate 2025-07-01
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spelling doaj-art-a70e0093a9d94a2abdcd378524e55d262025-07-16T10:15:21ZengWiley-VCHChemistryEurope2751-47652025-07-0134n/an/a10.1002/ceur.202400115pH‐Controlled Gliding Motions in Pillar[5]arene‐Containing Molecular ShuttlesNihed Becharguia0Iwona Nierengarten1Alix Sournia‐Saquet2Emeric Wasielewski3Rym Abidi4Béatrice Delavaux‐Nicot5Jean‐François Nierengarten6Laboratoire de Chimie des Matériaux Moléculaires Ecole Européenne de Chimie, Polymères et Matériaux Université de Strasbourg et CNRS (UMR 7042, LIMA) 25 rue Becquerel 67087 Strasbourg, Cedex 2 FranceLaboratoire de Chimie des Matériaux Moléculaires Ecole Européenne de Chimie, Polymères et Matériaux Université de Strasbourg et CNRS (UMR 7042, LIMA) 25 rue Becquerel 67087 Strasbourg, Cedex 2 FranceLaboratoire de Chimie de Coordination du CNRS (UPR 8241) Université de Toulouse (UPS, INPT) 205 Route de Narbonne 31077 Toulouse, Cedex 4 FrancePlateforme RMN Cronenbourg Université de Strasbourg et CNRS (UMR 7042 LIMA) Ecole Européenne de Chimie, Polymères et Matériaux 25 rue Becquerel 67087 Strasbourg, Cedex 2 FranceLaboratoire d’Applications de la Chimie aux Ressources et Substances Naturelles et l’Environnement Faculté des Sciences de Bizerte Université de Carthage Zarzouna Bizerte 7021 TunisiaLaboratoire de Chimie de Coordination du CNRS (UPR 8241) Université de Toulouse (UPS, INPT) 205 Route de Narbonne 31077 Toulouse, Cedex 4 FranceLaboratoire de Chimie des Matériaux Moléculaires Ecole Européenne de Chimie, Polymères et Matériaux Université de Strasbourg et CNRS (UMR 7042, LIMA) 25 rue Becquerel 67087 Strasbourg, Cedex 2 FranceNew pillar[5]arene‐based molecular shuttles incorporating an axle component with two stations, namely a –(CH2)10– chain and a protonable triazole subunit, have been prepared. Detailed spectroscopic investigations supported by density functional theory calculations revealed that gliding motions of the pillar[5]arene occur over the full length of the molecular axle in the protonated state, while such molecular motions are limited over the decyl station in the neutral state. Finally, electrochemical investigations further revealed that the oxidation of the pillar[5]arene moiety of the protonated rotaxane also triggers conformational changes and the oxidized macrocycle is only located over the decyl station.https://doi.org/10.1002/ceur.202400115molecular machinesmolecular shuttlespillar[5]arenerotaxanestopper exchange
spellingShingle Nihed Becharguia
Iwona Nierengarten
Alix Sournia‐Saquet
Emeric Wasielewski
Rym Abidi
Béatrice Delavaux‐Nicot
Jean‐François Nierengarten
pH‐Controlled Gliding Motions in Pillar[5]arene‐Containing Molecular Shuttles
ChemistryEurope
molecular machines
molecular shuttles
pillar[5]arene
rotaxane
stopper exchange
title pH‐Controlled Gliding Motions in Pillar[5]arene‐Containing Molecular Shuttles
title_full pH‐Controlled Gliding Motions in Pillar[5]arene‐Containing Molecular Shuttles
title_fullStr pH‐Controlled Gliding Motions in Pillar[5]arene‐Containing Molecular Shuttles
title_full_unstemmed pH‐Controlled Gliding Motions in Pillar[5]arene‐Containing Molecular Shuttles
title_short pH‐Controlled Gliding Motions in Pillar[5]arene‐Containing Molecular Shuttles
title_sort ph controlled gliding motions in pillar 5 arene containing molecular shuttles
topic molecular machines
molecular shuttles
pillar[5]arene
rotaxane
stopper exchange
url https://doi.org/10.1002/ceur.202400115
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