Solvent‐Driven Conformational Exchange for Amide‐Linked Bichromophoric BODIPY Derivatives

DOI Web Site Web Site 被引用文献1件
  • Shrikant Thakare
    Department of Dyestuff Technology Institute of Chemical Technology Mumbai 400019 India
  • Patrycja Stachelek
    Molecular Photonics Laboratory School of Chemistry Newcastle University Bedson Building Newcastle upon Tyne NE1 7RU UK
  • Soumyaditya Mula
    Bio-Organic Division Bhabha Atomic Research Centre Mumbai 400085 India
  • Ankush B. More
    Department of Dyestuff Technology Institute of Chemical Technology Mumbai 400019 India
  • Subrata Chattopadhyay
    Bio-Organic Division Bhabha Atomic Research Centre Mumbai 400085 India
  • Alok K. Ray
    Laser and Plasma Technology Division Bhabha Atomic Research Centre Mumbai 400085 India
  • Nagaiyan Sekar
    Department of Dyestuff Technology Institute of Chemical Technology Mumbai 400019 India
  • Raymond Ziessel
    Laboratoire de Chimie Organique et Spectroscopies Avancées (LCOSA) Ecole Européenne de Chimie Polymères et Matériaux Université de Strasbourg 25 rue Becquerel 67087 Strasbourg Cedex 02 France
  • Anthony Harriman
    Molecular Photonics Laboratory School of Chemistry Newcastle University Bedson Building Newcastle upon Tyne NE1 7RU UK

書誌事項

公開日
2016-08-16
権利情報
  • http://onlinelibrary.wiley.com/termsAndConditions#vor
DOI
  • 10.1002/chem.201602354
公開者
Wiley

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説明

<jats:title>Abstract</jats:title><jats:p>The fluorescence lifetime and quantum yield are seen to depend in an unexpected manner on the nature of the solvent for a pair of tripartite molecules composed of two identical boron dipyrromethene (BODIPY) residues attached to a 1,10‐phenanthroline core. A key feature of these molecular architectures concerns the presence of an amide linkage that connects the BODIPY dye to the heterocyclic platform. The secondary amide derivative is more sensitive to environmental change than is the corresponding tertiary amide. In general, increasing solvent polarity, as measured by the static dielectric constant, above a critical threshold tends to reduce fluorescence but certain hydrogen bond accepting solvents exhibit anomolous behaviour. Fluorescence quenching is believed to arise from light‐induced charge transfer between the two BODIPY dyes, but thermodynamic arguments alone do not explain the experimental findings. Molecular modelling is used to argue that the conformation changes in strongly polar media in such a way as to facilitate improved rates of light‐induced charge transfer. These solvent‐induced changes, however, differ remarkably for the two types of amide.</jats:p>

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