Syntheses and Photophysical Properties of meso-Phenylene ridged Boron Dipyrromethene Monomers, Dimers and Trimer

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• 作者：Tingting Li ; Wei Gu ; Changjiang Yu ; Xiaokang Lv ; Hua Wang ; Erhong Hao and Lijuan Jiao
• 刊名：Chinese Journal of Chemistry
• 出版年：2016
• 出版时间：October, 2016
• 年：2016
• 卷：34
• 期：10
• 页码：989-996
• 全文大小：541K
• ISSN：1614-7065

文摘

Multichromophoric boron dipyrromethene (BODIPY) dyes have been efficiently synthesized from a one-pot condensation of acyl chloride with 2,4-dimethylpyrrole and have been converted to energy transfer cassettes through a one-pot Knoevenagel condensation. Various BODIPYs containing 2-ketopyrrole unit were also isolated as the side products and one of their BF₂ complex was also isolated from these condensation reactions. The fluorescence quantum yields of these phenylene bridged dimers and trimer are much lower than those of their corresponding monomers. A significant decrease of the fluorescence quantum yield was observed in most polar solvents for these dimers and trimer, which may be due to a possible symmetry breaking resulted intramolecular charge transfer (ICT) in the excited state. Efficient energy transfer between the donor and acceptor was observed in these energy transfer cassettes, which could be useful as large pseudo-Stokes shift fluorescent dyes with potential applications in diverse fields.