title: Synthesis and Photophysics of BF2 -Rigidified Partially Closed Chain Bromotetrapyrroles: Near Infrared Emitters and Photosensitizers.
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).
authors.affiliation: 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, 241000, China.
authors.forename: En
authors.initials: E
authors.lastname: Dai
authors.affiliation: 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, 241000, China.
authors.forename: Weidong
authors.initials: W
authors.lastname: Pang
authors.affiliation: Chemistry Department, Hebei Normal University of Science&Technology, Qinhuangdao, Hebei, 066004, China.
authors.forename: Xian-Fu
authors.initials: XF
authors.lastname: Zhang
authors.affiliation: Chemistry Department, Hebei Normal University of Science&Technology, Qinhuangdao, Hebei, 066004, China.
authors.forename: Xudong
authors.initials: X
authors.lastname: Yang
authors.affiliation: 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, 241000, China.
authors.forename: Ting
authors.initials: T
authors.lastname: Jiang
authors.affiliation: 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, 241000, China.
authors.forename: Ping
authors.initials: P
authors.lastname: Zhang
authors.affiliation: 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, 241000, China.
authors.forename: Changjiang
authors.initials: C
authors.lastname: Yu
authors.affiliation: 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, 241000, China. haoehong@mail.ahnu.edu.cn.
authors.forename: Erhong
authors.initials: E
authors.lastname: Hao
authors.affiliation: 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, 241000, China.
authors.forename: Yun
authors.initials: Y
authors.lastname: Wei
authors.affiliation: 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, 241000, China.
authors.forename: Xiaolong
authors.initials: X
authors.lastname: Mu
authors.affiliation: 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, 241000, China. jiao421@mail.ahnu.edu.cn.
authors.forename: Lijuan
authors.initials: L
authors.lastname: Jiao
keywords: BODIPY; dyes/pigments; photosensitizers; singlet oxygen; tetrapyrroles