Deep-cavity subporphyrazines with extended pi-perimeters

作者：Muennich Roman; Loeser Patricia; Winzenburg Andreas; Faust Ruediger^*

来源：Journal of Porphyrins and Phthalocyanines, 2016, 20(8-11): 1277-1283.

DOI：10.1142/S1088424616501078

• subporphyrazine
• subphthalocyanine
• boron
• heteroaromatic compounds
• fluorine
• singlet oxygen
• photosensitizer

Unprecedentedly large subporphyrazines (SubPz) with dibenzoquinoxalino-fusion and peripheral phenyl substitution were prepared by the cyclization of perfluorated or non-fluorous polyphenyl-substituted quinoxaline dinitriles and characterized by spectroscopic techniques. The compounds suitability to act as photosensitizers was explored by wavelength-specific induction of singlet oxygen luminescence and was shown to be excellent. Determination of O-1(2)-quantum yields suggests that fluorine substitution enhances the photosensitization efficiencies of the SubPz. On the other hand, cyclic voltammetry reveals an increase of irreversible reductive processes in case of the fluorinated SubPz.

• 出版日期2016-11