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

Simon Pascal (1) , Léo Bucher (2) , Nicolas Desbois (2) , Christophe Bucher (1) , Chantal Andraud (1) , Claude P. Gros (2)

1 LC - Laboratoire de Chimie - UMR5182
2 ICMUB - Institut de Chimie Moléculaire de l'Université de Bourgogne [Dijon]

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.

Mots clés: aza-BODIPYs; electrochemistry; fluorescence spectroscopy; photoinduced electron transfer; polyads; porphyrinoids; photoinduced electron-transfer; resonance energy-transfer; electrogenerated chemiluminescence; spectroscopic properties; singlet oxygen; derivatives; fullerene; tetraarylazadipyrromethenes; generation; transfers

Domaines: Chimie

Simon Pascal, Léo Bucher, Nicolas Desbois, Christophe Bucher, Chantal Andraud, et al.. Synthesis, Electrochemistry, and Photophysics of Aza-BODIPY Porphyrin Dyes. Chemistry - A European Journal, 2016, 22 (14), pp.4971 - 4979. ⟨10.1002/chem.201503522⟩. ⟨hal-01400315⟩