Synthesis and Photophysics of BF2‐Rigidified Partially Closed Chain Bromotetrapyrroles: Near Infrared Emitters and Photosensitizers |
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| Authors: | En Dai Weidong Pang Prof. Dr. Xian‐Fu Zhang Xudong Yang Ting Jiang Ping Zhang Changjiang Yu Prof. Dr. Erhong Hao Yun Wei Xiaolong Mu Prof. Dr. Lijuan Jiao |
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| Affiliation: | 1. The Key Laboratory of Functional Molecular Solids, Ministry of Education, Anhui Key Laboratory of Molecule-Based Materials, School of Chemistry and Materials Science, Anhui Normal University, Wuhu, China;2. Chemistry Department, Hebei Normal University of Science&Technology, Qinhuangdao, Hebei, China |
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| Abstract: | We report the synthesis, crystallographic, optical, and triplet and singlet oxygen generation properties of a series of BF2‐rigidified partially closed chain bromotetrapyrroles as near infrared emitters and photosensitizers. These novel dyes were efficiently synthesized from a nucleophilic substitution reaction between pyrroles and the 3,5‐bromo‐substituents on the tetra‐ and hexabromoBODIPYs and absorb in the near‐infrared region (681–754 nm) with high molar extinction coefficients. Their fluorescent emission (708–818 nm) and singlet oxygen generation properties are significantly affected by alkyl substitutions on the two uncoordinated pyrrole units of these dyes and the polarity of solvents. Among them, dyes 4 ca and 4 da show good singlet oxygen generation efficiency and good NIR fluorescence emission (fluorescence quantum yields of 0.14–0.43 in different solvents studied). |
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| Keywords: | BODIPY dyes/pigments photosensitizers singlet oxygen tetrapyrroles |
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