Organic Reactions and Syntheses in Water Solution

通过这一续展奖项，有机和高分子化学项目支持纽约市哥伦比亚大学化学系罗纳德·布雷斯洛博士的工作。建议的工作既包括对前人工作的扩展，也包括对新领域的探索，包括：1)扩展区域选择性类固醇羟化反应，包括β-胡萝卜素等萜类化合物；2)探索用于酯水解的双环糊精金属催化剂；3)制备既能与底物结合又能与环糊精环结合的催化剂；4)利用计算机计算来研究过渡态几何构型及其对疏水效应的依赖。布雷斯洛博士开展的工作的目的是了解和发展水溶液中的有机反应，例如使用合成的细胞色素P-450酶的模拟物进行类固醇的选择性羟基化反应。区域特异性和立体特异性所需的分子识别是基于水环境中底物与催化剂的疏水(避开水)相互作用。这项工作可能会带来有用的药物应用，并有望为布雷斯洛博士指导下的工作人员提供极好的培训。

With this renewal award the Organic and Macromolecular Chemistry Program supports the work of Dr. Ronald Breslow in the Department of Chemistry at Columbia University in New York City. The work proposed includes both the extension of previous work and exploration of new areas, including: 1) extending regioselective steroid hydroxylation to include terpenes such as beta-carotene, 2) exploring bis-cyclodextrin metal catalysts for ester hydrolysis, 3) preparing catalysts which can bind to substrates both at the metal and at attached cyclodextrin rings, and 4) using computer calculations to investigate transition state geometries and their dependence on hydrophobic effects.The aim of the work to be carried out by Dr. Breslow is to understand and develop organic reactions in water solution, for example the selective hydroxylation of steroids using synthetic mimics of cytochrome P-450 enzymes. The molecular recognition which is required for regiospecificity and stereospecificity is based on hydrophobic (water avoiding) interactions of the substrate with the catalyst in the aqueous environment. The work could lead to useful pharmaceutical applications, and is expected to provide excellent training for those working under Dr. Breslow's direction.