两种异喹啉-7-酮的合成、表征及量化计算研究

Synthesis Characterization and Quantum Chemical Studies on Two Isoquinolin-7-Ones

合成了异喹啉-7-酮衍生物,7H-苯并咪唑[2,1,-a]联苯[de]异喹啉-7-酮(1)和4-溴代-7H-苯并咪唑[2,1,-a]联苯[de]异喹啉-7-酮(2),并用红外、核磁共振、紫外可见光谱和荧光光谱进行了表征.对于这两个化合物,使用密度泛函(DFT)方法,在B3LYP/6-311G**水平上,计算了它们几何结构和原子电荷自然布居分析.使用TD-DFT方法,预测了化合物1和化合物2的电子光谱,结果表明与实验电子光谱相吻合.在萘环的4位处引入Br吸电子基团将会改变化合物1和化合物2电子光谱和荧光光谱峰的强度和位置.

7H-benzimidazo[2,1,-a]benz[de] isoquinolin-7-one （1） and 4-bromo-7H-benzimidazo[2,1,-a] benz [ de ] isoquinolin-7-one （ 2 ） have been synthesized and characterized by elemental analysis , IR, 1 HNMR, UV-Vis and fluorescence spectra .For the two compounds , density functional theory （ DFT） calcula-tions of the structures and natural population atomic charge analysis have been performed at B 3 LYP/6-311G＊＊ level of theory.By using TD-DFT method, electron spectra of 1 and 2 have been predicted, which are in agreement with the experimental ones .Comparative studies on 1 and 2 indicate that introducing an elec-tron-withdrawing group of Br in 4-position of naphthalene ring will change the peak intensity and peak locations both in electron spectra and fluorescence spectra .