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Multi-Directional Mechanofluorochromism of Acetyl Pyrenes and Pyrenyl Ynones.
Hirai, Yuichi; Laize-Générat, Lucie; Wrona-Piotrowicz, Anna; Zakrzewski, Janusz; Makal, Anna; Brosseau, Arnaud; Michely, Laurent; Versace, Davy-Louis; Allain, Clémence; Métivier, Rémi.
Afiliación
  • Hirai Y; PPSM, CNRS, ENS Paris-Saclay, 4 Avenue des Sciences, 91190, Gif-sur-Yvette, France.
  • Laize-Générat L; PPSM, CNRS, ENS Paris-Saclay, 4 Avenue des Sciences, 91190, Gif-sur-Yvette, France.
  • Wrona-Piotrowicz A; Department of Organic Chemistry, Faculty of Chemistry, University of Lódz, Tamka 12, 91-403, Lódz, Poland.
  • Zakrzewski J; Department of Organic Chemistry, Faculty of Chemistry, University of Lódz, Tamka 12, 91-403, Lódz, Poland.
  • Makal A; Biological and Chemical Research Center, University of Warsaw, Zwirki i Wigury 101, 02-089, Warszawa, Poland.
  • Brosseau A; PPSM, CNRS, ENS Paris-Saclay, 4 Avenue des Sciences, 91190, Gif-sur-Yvette, France.
  • Michely L; Institut de Chimie et des Matériaux Paris-Est, CNRS, 94320, Thiais, France.
  • Versace DL; Institut de Chimie et des Matériaux Paris-Est, CNRS, 94320, Thiais, France.
  • Allain C; PPSM, CNRS, ENS Paris-Saclay, 4 Avenue des Sciences, 91190, Gif-sur-Yvette, France.
  • Métivier R; PPSM, CNRS, ENS Paris-Saclay, 4 Avenue des Sciences, 91190, Gif-sur-Yvette, France.
Chemphyschem ; 22(15): 1638-1644, 2021 08 04.
Article en En | MEDLINE | ID: mdl-33971071
A series of acetyl pyrenes and pyrenyl ynones with and without tert-butyl groups showed distinct mechanofluorochromism (MFC). Four pairs of polymorphic solids were found out of six compounds and interestingly, each of them showed hypsochromic, bathochromic or off-to-on MFC. The MFC properties were rationalized by categorizing the packing schemes into herringbone, sandwich, beta and gamma motifs depending on the relative contributions of C⋅⋅⋅C (or π-π) against C⋅⋅⋅H contacts. The bulky tert-butyl and trimethylsilyl groups served not only to reduce the number of aggregation patterns but also to prohibit the complete back reactions in solid state. Our results suggest that the simple pyrene derivatives may be promising candidates for a novel group of mechanically-sensitive materials.
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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: Chemphyschem Asunto de la revista: BIOFISICA / QUIMICA Año: 2021 Tipo del documento: Article País de afiliación: Francia Pais de publicación: Alemania
Texto completo
Añadir a Mi BVS
Imprimir
XML
PubMed Links
Buscar en Google

Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: Chemphyschem Asunto de la revista: BIOFISICA / QUIMICA Año: 2021 Tipo del documento: Article País de afiliación: Francia Pais de publicación: Alemania