Determinants of Chiral Helicity in a Group of Novel Macrocycles: Elucidation and Utilization

一组新型大环化合物中手性螺旋的决定因素：阐明和利用

• 批准号: 0957626
• 负责人: Mark Peczuh
• 金额: $ 44万
• 依托单位: University of Connecticut
• 依托单位国家: 美国
• 项目类别: Standard Grant
• 财政年份: 2010
• 资助国家: 美国
• 起止时间: 2010-09-15 至 2015-08-31
• 项目状态: 已结题
• 来源: https://www.nsf.gov/awardsearch/showAward?AWD_ID=0957626&HistoricalAwards=false
• 关键词: Determinants; Chiral; Helicity; Group; Novel

Macrocycles are molecules that contain many atoms in their rings relative to "normal" ring sizes (5-7 atoms. Rings containing eight or more atoms in their ring are macrocycles. One consequence of the ring's size is that it may twist into different semi-rigid shapes that can be either right- or left-handed. This proposal aims to define what factors determine the handedness of macrocyles on an atomic level. If a given molecule is equivalent to a hand (by analogy), then the proposed work will look at how fingers (local features) affect the contours of a hand (global shape). For example, the location of a thumb can be used to differentiate between a human hand and a canine hand (paw). The objectives will be accomplished through chemical synthesis of a group of related macrocycles followed by a detailed analysis of their structures. Once local-global structural correlations can be cataloged, they can be utilized. They will motivate drug discovery efforts and the development of novel liquid crystalline displays (LCDs) and molecular electronic devices. The principles developed in this investigation will a priori facilitate the prediction of structures (and ultimately function) of macrocyclic molecules; they will also provide guidance to chemists as to how these molecules should be synthesized. There are a number of broader impacts associated with the proposed project. Identified determinants can be applied to the design of new macrocyclic drugs and inducers of chiral liquid crystals for molecular electronic devices. Students will gain excellent conceptual knowledge and technical experience in synthetic and characterization technique, and the PI is actively engaged in a number of outreach and engagement activites that benefit the university, local, and national communities.

大环体是相对于“正常”环尺寸的环中包含许多原子的分子（5-7个原子。环中包含八个或多个原子的环是宏环。戒指尺寸的结果是，它可能会扭曲成不同的半刚性形状，这些形状可能是右手或左手的层次。给定的分子等同于手（类比），然后，提出的工作将如何影响手指的轮廓（例如，全局形状）可以通过构成构造的构造，将拇指的位置用于分化人的手和犬手可以将相关性分类，可以利用它们来激励药物发现工作以及新型液体晶体显示器（LCD）和分子电子设备的发展。在本研究中发展的原理将先验促进大环分子的结构（以及最终功能）的预测。他们还将向化学家提供有关如何合成这些分子的指导。与拟议项目相关的有许多更广泛的影响。确定的决定因素可以应用于用于分子电子设备的手性液晶的新大环药物和诱导剂的设计。学生将在合成和特征技术方面获得出色的概念知识和技术经验，PI积极参与许多使大学，地方和国家社区受益的外展和参与活动。