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An Anionic Ring Locked into an Anionic Axle: A Metastable Rotaxane with Chemically Activated Electrostatic Stoppers.
Luna-Ixmatlahua, Rubi A; Carrasco-Ruiz, Anayeli; Cervantes, Ruy; Vela, Alberto; Tiburcio, Jorge.
Afiliação
  • Luna-Ixmatlahua RA; Department of Chemistry, Center for Research and Advanced Studies (Cinvestav), Avenida IPN 2508, Zacatenco, Mexico City, 07360, Mexico.
  • Carrasco-Ruiz A; Department of Chemistry, Center for Research and Advanced Studies (Cinvestav), Avenida IPN 2508, Zacatenco, Mexico City, 07360, Mexico.
  • Cervantes R; Department of Chemistry, Center for Research and Advanced Studies (Cinvestav), Avenida IPN 2508, Zacatenco, Mexico City, 07360, Mexico.
  • Vela A; Department of Chemistry, Center for Research and Advanced Studies (Cinvestav), Avenida IPN 2508, Zacatenco, Mexico City, 07360, Mexico.
  • Tiburcio J; Department of Chemistry, Center for Research and Advanced Studies (Cinvestav), Avenida IPN 2508, Zacatenco, Mexico City, 07360, Mexico.
Chemistry ; 25(62): 14042-14047, 2019 Nov 07.
Article em En | MEDLINE | ID: mdl-31468580
The use of the electrostatic stoppers concept in the field of mechanically interlocked molecules is reported; these stoppers are chemically sensitive end groups on a linear guest molecule that allows for the conversion of a pseudo-rotaxane species into a rotaxane complex by a change in the medium acidity. The chemical stimulus causes the appearance of negative charges on both ends of the linear component, passing from cationic to anionic, and causing a significant ring-to-axle electrostatic repulsion. This phenomenon has two different and simultaneous effects: 1) destabilizes the complex as a consequence of confining an anionic ring into an anionic axle, and 2) increases the dissociation energy barrier, thus impeding ring extrusion. This newly formed metastable rotaxane species is resistant to solvent and temperature effects and performs as a two-state degenerated molecular shuttle in solution.
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Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Idioma: En Revista: Chemistry Assunto da revista: QUIMICA Ano de publicação: 2019 Tipo de documento: Article País de afiliação: México País de publicação: Alemanha
Texto completo
Adicionar na Minha BVS
Imprimir
XML
PubMed Links
Buscar no Google

Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Idioma: En Revista: Chemistry Assunto da revista: QUIMICA Ano de publicação: 2019 Tipo de documento: Article País de afiliação: México País de publicação: Alemanha