3-メチレン-2,3-ジヒドロセレノフェン誘導体の合成と蛍光特性
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We found that 3-methylene-2,3- dihydroselenophene derivative 1 was synthesized by the thermal reaction of the corresponding selenaplatinacycle with DMAD. The UV/vis spectrum of 1 in CH2Cl2 showed the longest absorption maxima at 370 nm, which is attributable to the HOMO-LUMO transition of the3-methylene-2,3-dihydroselenophene part. In the fluorescence spectrum, 1 exhibited an intense emission at 494nm with the quantum yield (ΦF) of 0.66.We also examined functionalization of methoxy carbonyl groups of 1. Thus, diester 1 was readily hydrolyzed inaq. NaOH to give the corresponding dicarboxylic acid 2 in 86% yield. In addition, refluxing a solution of 2 inAc2O provided the corresponding acid anhydride derivative 3 in 72% yield. In fluorescence spectra of 2 and 3, the emission maxima were observed at 507 and 517 nm, respectively, which are red-shifted compared with 1.
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