Photocoupling Reactions of Haloaromatic Hydrocarbons With Aromatic Compounds——Synthesis and Mechanism

An effective method of synthesizing polyaromatic hydrocarbons with high selectivity was developed through our research work on the photocoupling reactions between several haloaromatic hydrocarbons and aromatic compounds. The structures of polyaromatic hydrocarbons synthesized were determined by IR, UV, ~1H NMR, MS and elemental analysis, and the crystal structure of 3-(1-naphthyl)-coumarin was established by an crystallographic analysis. Further study of the regioselectivity, orientational effect of substituents, solvent effect, sensitizing and quenching effect supported the proposed mechanism of this type of reaction involving election transfer process under excited triplet state.     

卤代芳烃与芳香化合物的光交联反应——合成与机理

通过研究多种囟代芳烃与芳香化合物的光交联反应,总结出一种高选择性地合成联多芳香化合物的有效方法。同时合成了多种联多芳香化合物并以IR,~1HNMR,MS和元素分析数据确定了它们的结构。其中交联产物3-(1-萘基)香豆素的晶体结构由X射线四圆衍射法解出。进一步研究反应的位置选择性、取代基定位效应、溶剂效应、敏化与猝灭效应等,证明了激发三线态下按电子转移的反应机理。