Feng Ru, Chen Zuoxu, Wang Yue, Pan Jianming, Shimizu Soji
School of Chemistry and Chemical Engineering, Jiangsu University, Zhenjiang 212013, China.
Department of Applied Chemistry, Graduate School of Engineering, Kyushu University, Fukuoka 819-0395, Japan.
Molecules. 2023 Dec 5;28(24):7940. doi: 10.3390/molecules28247940.
An asymmetric aza-BODIPY analogue bearing quinoxaline moiety was synthesized via a titanium tetrachloride-mediated Schiff-base-forming reaction of 6,7-dimethyl-1,4-dihydroquinoxaline-2,3-dione and benzo[]thiazol-2-amine. This novel aza-BODIPY analogue forms a complementary hydrogen-bonded dimer due to the quinoxaline moiety in the crystal structure. It also shows intense absorption and fluorescence, with fluorescence quantum yields close to unity. The electrochemical measurements and the DFT calculations revealed the presence of the low-lying HOMO, which benefits their potential applications as an electron-transporting material.
通过四氯化钛介导的6,7-二甲基-1,4-二氢喹喔啉-2,3-二酮与苯并[]噻唑-2-胺的席夫碱形成反应,合成了一种带有喹喔啉部分的不对称氮杂硼二吡咯类似物。由于喹喔啉部分在晶体结构中,这种新型氮杂硼二吡咯类似物形成了互补的氢键二聚体。它还表现出强烈的吸收和荧光,荧光量子产率接近1。电化学测量和密度泛函理论计算表明存在低能最高占据分子轨道,这有利于它们作为电子传输材料的潜在应用。