Misawa, Rena; Matsuhashi, Chihiro; Yamaji, Minoru; Mutai, Toshiki; Yoshikawa, Isao; Houjou, Hirohiko; Noguchi, Keiichi; Maki, Shojiro; Hirano, Takashi published the artcile< Halogen-substituent effect on the spectroscopic properties of 2-phenyl-6-dimethylaminobenzothiazoles>, Name: 1-Chloropyrrolidine-2,5-dione, the main research area is halogen substituent phenyl dimethyl aminobenzothiazole spectroscopic property.
The 6-dimethylamino-2-phenylbenzothiazole (1-H) is a push-pull benzothiazole fluorophore mimicking the firefly oxyluciferin structure. We newly prepared 7-chloro and 7-bromo derivatives of 1-H and its 4-acetyl derivative (2-H), and their spectroscopic and photophys. properties were investigated. The halogenated derivatives showed the blue-shifted electronic absorption maxima and fluorescence emission maxima compared to 1-H and 2-H, resulted from the deformations of the NMe2 groups and the electron withdrawing properties of the halogen groups. In addition, the halogen substitutions accelerate intersystem crossing by heavy atom effect, resulting in a decrease in fluorescence quantum yields. Interestingly, however, the halogenated derivatives of 2-H still showed moderate fluorescence quantum yields. The halogenation effect is one of the guides to design push-pull benzothiazole fluorophores for tuning fluorescence properties.
Tetrahedron Letters published new progress about Absorption. 128-09-6 belongs to class chlorides-buliding-blocks, and the molecular formula is C4H4ClNO2, Name: 1-Chloropyrrolidine-2,5-dione.
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