摘要
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 fluores- cence quantum yields of these phenylene bridged dimers and trimer are much lower than those of their correspond- ing 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.
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 fluores- cence quantum yields of these phenylene bridged dimers and trimer are much lower than those of their correspond- ing 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.
基金
This work is supported by the National Natural Science Foundation of China (Grant Nos. 21372011, 21402001 and 21472002) and Natural Science Foundation of Anhui Province (Grant No. 1508085J07).