alpha-Acidities of conformationally constrained sulfides, sulfoxides and sulfones

构象受限的硫化物、亚砜和砜的α-酸度

• 批准号: 232447543
• 负责人: Professor Dr. Joachim Podlech
• 金额: --
• 依托单位: Institut für Organische Chemie (IOC)
• 依托单位国家: 德国
• 项目类别: Research Grants
• 财政年份: 2012
• 资助国家: 德国
• 起止时间: 2011-12-31 至 2015-12-31
• 项目状态: 已结题
• 来源: https://gepris.dfg.de/gepris/projekt/232447543?language=en
• 关键词: alpha; Acidities; conformationally; constrained; sulfides

Knowledge of structural properties and stabilities of chemical compounds is essential for the understanding of the compound´s reactivities and would allow for the development of new synthetic methods. The reactivity of chemical compounds is significantly ruled (inter alia) by their acidities. We will determine the acidities of sulfides, sulfoxides, and sulfones by measurement and by quantum chemical calculations and will reveal the reasons for these acidities. By utilization of conformationally constrained substrates we will be able to determine, which influence comes from an orientation of the functional groups relative to the respective acidic protons. This knowledge is especially relevant for the development of stereoselective reactions. The synthesis of these conformationally constrained compounds is part of this project; we plan to focus on 1,3-dithiane and 2-thiaadamantane derivatives. We will optimize and use an existing method for the measurement of the acidities based on a titration in the presence of UV indicators. The acidities will be calculated using DFT methods; they will be rationalized with natural bond orbital (NBO) and isodesmic calculations.

对化合物的结构特性的了解对于理解功能是必不可少的，并且允许开发新的合成方法。测量和量子化学计算和WIL通过使用约束底物来揭示这些原因，我们将能够确定相对于knoLEDGE的群体，这与立体电机的发展特别相关关注1,3-二硫代和2-硫烷丹烷衍生物。 ）和等词计算。