新型1,8-萘啶氟硼化合物的合成、光物理性质及理论计算

Synthesis,photophysical properties and theoretical calculation of a novel 1,8-Naphthyridine-BF_2 complex

以5,7-二甲基-2-氨基-1,8-萘啶为原料,通过2步不同的N-酰基化反应得到苯甲酰胺衍生物(化合物L1),进而与BF_3·Et_2O在三乙胺的存在下合成得到一个新型N,O-配位1,8-萘啶氟硼化合物(化合物T1),其结构经核磁共振谱(~1H NMR,^(19)F NMR)、质谱和红外光谱表征.对化合物T1的紫外-可见吸收和荧光发射光谱进行研究,表明化合物T1具有良好的光物理性质,如摩尔消光系数大、荧光量子产率高和固体发光.此外,其实验结果用密度泛函理论计算加以验证.

The novel N,O-chelated naphthyridine-BF_2 complex(T1) was obtained by two steps of different N-acylation reactions from 2-amino-5,7-dimethyl-1,8-naphthyridine and the obtained benzamide derivative(L1) was treated with BF_3·Et_2O in the presence of triethylamine.The compound T1 was fully characterized by ~1H NMR spectroscopy,^(19)F NMR spectroscopy,mass spectrometry and infrared spectroscopy.The results of the UV-vis absorption and fluorescence emission spectra show that the compound T1 have significant photophysical properties,such as large molar extinction coefficient,high fluorescence quantum yield,and show fluorescence in the solid state.In addition,the experimental results are verified by density-functional theory calculations.