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Chemistry. 2016 Mar 24;22(14):4971-9. doi: 10.1002/chem.201503522. Epub 2016 Mar 03.

Synthesis, Electrochemistry, and Photophysics of Aza-BODIPY Porphyrin Dyes.

Chemistry (Weinheim an der Bergstrasse, Germany)

Simon Pascal, Léo Bucher, Nicolas Desbois, Christophe Bucher, Chantal Andraud, Claude P Gros

Affiliations

  1. Univ Lyon, Ecole Normale Supérieure de Lyon, CNRS UMR 5182, Université Lyon 1, Laboratoire de Chimie, 46 allée d'Italie, F69364, Lyon, France.
  2. Institut de Chimie Moléculaire de l'Université de Bourgogne, ICMUB, UMR 6302, 9 Avenue Alain Savary, BP 47870, 21078, Dijon Cedex, France.
  3. Univ Lyon, Ecole Normale Supérieure de Lyon, CNRS UMR 5182, Université Lyon 1, Laboratoire de Chimie, 46 allée d'Italie, F69364, Lyon, France. [email protected].
  4. Institut de Chimie Moléculaire de l'Université de Bourgogne, ICMUB, UMR 6302, 9 Avenue Alain Savary, BP 47870, 21078, Dijon Cedex, France. [email protected].

PMID: 26938146 DOI: 10.1002/chem.201503522

Abstract

The synthesis of dyad and triad aza-BODIPY-porphyrin systems in two steps starting from an aryl-substituted aza-BODIPY chromophore is described. The properties of the resulting aza-BODIPY-porphyrin conjugates have been extensively investigated by means of electrochemistry, spectroelectrochemistry, and absorption/emission spectroscopy. Fluorescence measurements have revealed a dramatic loss of luminescence intensity, mainly due to competitive energy transfer and photoinduced electron transfer involving charge separation followed by recombination.

© 2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Keywords: aza-BODIPYs; electrochemistry; fluorescence spectroscopy; photoinduced electron transfer; polyads; porphyrinoids

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