Novel 5,6,5,6-tetracyclic pyrazine/pyrrole-fused unsymmetric bis(BF2) fluorescent dyes(BOPYPYs) were obtained by reaction of pyrrole-2-carboxaldehyde with 1-(pyrazin-2-yl)hydrazine in the presence of Et3 N-BF3·Et...Novel 5,6,5,6-tetracyclic pyrazine/pyrrole-fused unsymmetric bis(BF2) fluorescent dyes(BOPYPYs) were obtained by reaction of pyrrole-2-carboxaldehyde with 1-(pyrazin-2-yl)hydrazine in the presence of Et3 N-BF3·Et2 O for the first time.The absorption maxima of pyrazine-fused BOPYPY are obviously bathochromic shifts,in contrast to those of the reported BOPPY,indicating that the discrepant substitute groups between pyridine and pyrazine result in the remarkable wavelength difference.The new series of BO PYPYs possess high molar extinction coefficients,high fluorescence quantum yields,and larger Stokes shifts.A Knoevenagel reaction of BOPYPY with 4-dimethylaminobenzaldehyde smoothly produced the dye with the extension of π-conjugation.Dimethylamino-containing BOPYPY as a pH-responsive fluorescent sensor could detect pH value.展开更多
基金supported by the National Natural Science Foundation of China (No.21542004)Young and Middle-aged Scientific and Technological Innovation Talents of Shenyang Science and Technology Bureau (No.RC170140)+4 种基金Natural Science Foundation of Liaoning Province (No.20170540721)Basic research on the application of Industrial Development of Shenyang Science and Technology Bureau (No.18013027)Liaoning BaiQianWan Talents Programthe Distinguished Professor Project of Liaoning province (No.20183532)the Chinese Scholarship Council (No.20183058) for financial support
文摘Novel 5,6,5,6-tetracyclic pyrazine/pyrrole-fused unsymmetric bis(BF2) fluorescent dyes(BOPYPYs) were obtained by reaction of pyrrole-2-carboxaldehyde with 1-(pyrazin-2-yl)hydrazine in the presence of Et3 N-BF3·Et2 O for the first time.The absorption maxima of pyrazine-fused BOPYPY are obviously bathochromic shifts,in contrast to those of the reported BOPPY,indicating that the discrepant substitute groups between pyridine and pyrazine result in the remarkable wavelength difference.The new series of BO PYPYs possess high molar extinction coefficients,high fluorescence quantum yields,and larger Stokes shifts.A Knoevenagel reaction of BOPYPY with 4-dimethylaminobenzaldehyde smoothly produced the dye with the extension of π-conjugation.Dimethylamino-containing BOPYPY as a pH-responsive fluorescent sensor could detect pH value.
