Catalysis and Mechanism in Nucleophilic Aromatic Photosubstitution

将研究均相光化学反应的催化作用和亲核芳香族光取代反应的机理。通过对Bronsted催化定律图的测定，可以得到氢氧离子参与的电子空穴转移催化的证据。此外，还将定义管理碱基催化与猝灭竞争的实例的结构要求。将确定芳环上氢的分子内光置换所涉及的中间结构的同一性，并首次阐明亲核芳香族光取代的“元素效应”。来自有机动力学项目的这笔赠款将支持华盛顿学院G.G.Wobbels教授的实验室中关于光诱导的亲核芳香族取代的研究。研究的重点将是探索Bronsted催化图谱的性质，从而为涉及氢氧离子的电子空穴催化提供确凿的证据。阐明控制这一过程的结构参数将导致开发更有效的方法来生成取代芳香族化合物。

An investigation of catalysis of homogeneous photochemical reactions and mechanisms of nucleophilic aromatic photosubstitution reactions will be conducted. By the determination of Bronsted Catalysis Law plots, evidence for electron hole transfer catalysis involving hydroxide ion will be obtained. In addition, the structural requirements which govern instances where base catalysis competes with quenching will be defined. The identity of intermediate structures involved in intramolecular photodisplacement of hydrogen on an aromatic ring will be determined, and for the first time the "element effect" on nucleophilic aromatic photosubstitution will be elucidated. %%% This grant from the Organic Dynamics Program will suport research on photoinduced nucleophilic aromatic substitution in the laboratoty of Professor G. G. Wubbels at Washington College. The focus of the research will be to explore the nature of Bronsted Catalysis plots and thereby provide definitive evidence for electron hole catalysis involving hydroxide ion. Elucidation of the structural parameters which govern such processes will lead to the development of more efficient methods for generating substituted aromatic compounds.