Substituent and Solvent Effects on Proton Transfer Reactions

研究者建议评估以下因素的影响： 取代基和溶剂变化对质子转移影响 有机分子的反应。 用于适当 取代的胺和羧酸，他将进行 质子转移平衡测量 溶剂. 最近开发的取代基参数 （共振，场/感应和极化率）将是 用于识别、量化和分析取代基效应 这些分子的碱性和酸性 各种溶剂。 与报告的气相比较 碱性和酸性将允许溶剂衰减 （SAF）的因素。 SAF值将 提供详细的了解溶剂化对每个 参与质子转移反应的物种。 然后，注意力将集中在结构上， 复杂的α-氨基酸，既具有氨基， 羧基官能团在单个分子中。 取代基和介质对酸碱性的影响 取代的α-氨基酸将在 关于取代基和 介质对取代胺的碱性的影响， 取代羧酸的酸性。

The investigator proposes to assess the effects of substituent and solvent variations on proton transfer reactions of organic molecules. For appropriately substituted amines and carboxylic acids, he will conduct proton transfer equilibrium measurements in selected solvents. Recently developed substituent parameters (resonance, field/inductive and polarizability) will be used to identify, quantify and analyze substituent effects on the basicities and acidities of these molecules in various solvents. Comparison with reported gas phase basicities and acidities will allow solvent attenuation factors (SAF) to be determined. The SAF values will provide detailed insight into solvation effects on each species involved in the proton transfer reactions. Attention will then be focused upon the structurally more complicated alpha-amino acids which possess both amino and carboxyl functional groups in a single molecule. Substituent and medium effects on the acidity and basicity of substituted alpha-amino acids will then be evaluated in terms of the information gained regarding substituent and medium effects on the basicity of substituted amines and the acidity of substituted carboxylic acids.