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Reversible Dimerization and Polymerization of a Janus Diradical To Produce Labile C-C Bonds and Large Chromic Effects.
Zafra, José L; Qiu, Lili; Yanai, Naoyuki; Mori, Takamichi; Nakano, Masahiro; Alvarez, Miriam Peña; Navarrete, Juan T López; Gómez-García, Carlos J; Kertesz, Miklos; Takimiya, Kazuo; Casado, Juan.
Afiliación
  • Zafra JL; Department of Physical Chemistry, University of Málaga, 29071, Málaga, Spain.
  • Qiu L; Department of Chemistry and Institute of Soft Matter, Georgetown University, Washington, D.C., 20057-1227, USA.
  • Yanai N; Department of Applied Chemistry, Graduate School of Engineering, Hiroshima University Kagamiyama, Higashi-Hiroshima, 739-8527, Japan.
  • Mori T; Department of Applied Chemistry, Graduate School of Engineering, Hiroshima University Kagamiyama, Higashi-Hiroshima, 739-8527, Japan.
  • Nakano M; Emergent Molecular Function Research Group, RIKEN Center for Emergent Matter Science (CEMS), 2-1 Hirosawa, Wako, Saitama, 351-0198, Japan.
  • Alvarez MP; Emergent Molecular Function Research Group, RIKEN Center for Emergent Matter Science (CEMS), 2-1 Hirosawa, Wako, Saitama, 351-0198, Japan.
  • Navarrete JT; Department of Physical Chemistry, Complutense University of Madrid, 28040, Madrid, Spain.
  • Gómez-García CJ; Department of Physical Chemistry, University of Málaga, 29071, Málaga, Spain.
  • Kertesz M; Instituto de Ciencia Molecular, Universidad de Valencia, 46980 Paterna, Valencia, Spain.
  • Takimiya K; Department of Chemistry and Institute of Soft Matter, Georgetown University, Washington, D.C., 20057-1227, USA.
  • Casado J; Emergent Molecular Function Research Group, RIKEN Center for Emergent Matter Science (CEMS), 2-1 Hirosawa, Wako, Saitama, 351-0198, Japan.
Angew Chem Int Ed Engl ; 55(47): 14563-14568, 2016 11 14.
Article en En | MEDLINE | ID: mdl-27781355
ABSTRACT
Conducting polymers can be synthesized by irreversible diradical monomer polymerization. A reversible version of this reaction consisting of the formation/dissociation of σ-dimers and σ-polymers from a stable quinonoidal diradical precursor is described. The reaction reversibility is made by a quinonoidal molecule which changes its structure to an aromatic species by forming weak and long intermolecular C-C single bonds. The reaction provokes a giant chromic effect of about 2.5 eV. The two opposite but complementary quinonoidal and aromatic tautomers provide the Janus faces of the reactants and products which produces the observed chromic effect. A reaction mechanism is proposed to explain the variety of final products starting with structurally very similar reactants. These reversible reactions, covering an unusual regime of weak covalent supramolecular bonding, yield products which might be envisaged as novel molecular and polymeric soft matter phases.
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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: Angew Chem Int Ed Engl Año: 2016 Tipo del documento: Article País de afiliación: España

Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: Angew Chem Int Ed Engl Año: 2016 Tipo del documento: Article País de afiliación: España