5,7′-(亚甲胺基)-二-8-羟基喹啉的合成及其理论研究

以4-甲基苯磺酸作催化剂、用三乙胺调节pH值约为9的条件下, 由5-甲酰基-8-羟基喹啉和5-氨基-8-羟基喹啉合成了新的5,7′-(亚甲胺基)-二-8-羟基喹啉, 利用IR, UV, ¹H NMR, MS确认了分子结构, 比较研究了其光致发光特性, 运用Gaussian 98量子化学程序包, 采用B3LYP密度泛函(DFT)的方法, 在6-31G(d,p)水平上对分子的几何构型进行结构优化; 并对目标化合物的稳定结构通过计算预测其振动光谱, 计算结果与实验值基本相符.

Synthesis and Theoretical Investigation of 5,7′-(Iminomethyl)-bis-8-hydroxyquinoline

In the condition of p-toluene sulfonic acid as a catalyst and controlled pH to approximate 9 with triethylamine, 5,7′-(iminomethyl)-bis-8-hydroxyquinoline was synthesized by reaction of 7-formyl-8-hy- droxyquinoline with 5-amino-8-hydroxyquinoline and characterized by IR, UV, ¹H NMR and MS spectra. Photoluminescence property of target product was measured comparatively. The geometry structure was optimized and vibration spectrum of such compound was predicted by the density functional theory calculations with the B3LYP functional at the level of 6-31G(d,p) basis set, which in good agreement with the observed date.