Singlet oxygen generation properties of isometrically dibromated thienyl-containing aza-BODIPYs

Xin-Dong Jiang , Shuang Li , Boris Le Guennic (1) , Denis Jacquemin (2, 3) , Daniel Escudero (3) , Linjiu Xiao

1 ISCR - Institut des Sciences Chimiques de Rennes
2 IUF - Institut universitaire de France
3 CEISAM - Chimie Et Interdisciplinarité : Synthèse, Analyse, Modélisation

Isometrically dibromated thienyl-containing aza-BODIPYs CDB-1 and BDB-2 with potential use as photosensitizers (PSs) were successfully prepared and their photophysical properties were fully characterized. Singlet oxygen generation experiments were also performed. In this regard, PS CDB-1 was found to be more effective and had about two-fold rate enhancement compared to PS BDB-2. DFT and TD-DFT calculations helped to provide insights into the distinct intersystem crossing (ISC) processes observed for CDB-1 and BDB-2.

Mots clés: density-functional theory; photodynamic therapy; excited-states; td-dft; efficient photosensitizers; dyes; fluorescent; chemistry; thiophene; molecule

Domaines: Chimie

Xin-Dong Jiang, Shuang Li, Boris Le Guennic, Denis Jacquemin, Daniel Escudero, et al.. Singlet oxygen generation properties of isometrically dibromated thienyl-containing aza-BODIPYs. Physical Chemistry Chemical Physics, 2016, 18 (48), pp.32686--32690. ⟨10.1039/c6cp05705e⟩. ⟨hal-01438113⟩