Fluorenylidene-Pyrroline Biomimetic Light-Driven Molecular Switches

  1. Rivado-Casas, L. 2
  2. Sampedro, D. 2
  3. Campos, P.J. 2
  4. Fusi, S. 3
  5. Zanirato, V. 4
  6. Olivucci, M. 13
  1. 1 Bowling Green State University
    info

    Bowling Green State University

    Bowling Green, Estados Unidos

    ROR https://ror.org/00ay7va13

  2. 2 Universidad de La Rioja
    info

    Universidad de La Rioja

    Logroño, España

    ROR https://ror.org/0553yr311

  3. 3 Università degli Studi di Siena
    info

    Università degli Studi di Siena

    Siena, Italia

    ROR https://ror.org/01tevnk56

  4. 4 University of Ferrara
    info

    University of Ferrara

    Ferrara, Italia

    ROR https://ror.org/041zkgm14

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Revista:
Journal of Organic Chemistry

ISSN: 0022-3263

Ano de publicación: 2009

Volume: 74

Número: 13

Páxinas: 4666-4674

Tipo: Artigo

DOI: 10.1021/JO802792J PMID: 19485347 SCOPUS: 2-s2.0-67649625273 WoS: WOS:000267432700002 GOOGLE SCHOLAR

Outras publicacións en: Journal of Organic Chemistry

Obxectivos de Desenvolvemento Sustentable

Resumo

(Chemical Equation Presented) A new family of biomimetic photoactivated molecular switches based in the retinal chromophore is described. Expedient synthesis allows a library of compounds with a different substitution pattern, including chiral substituents, to be obtained. The effect of substitution, solvent, and light source on the photoisomerization step has been assessed. The absorption maximum has been red-shifted ca. 50 nm with respect to related systems and rotation is now easily achieved by using visible light. © 2009 American Chemical Society.