Comprehensive Fluorescence-based Comparative Studies of the Inclusion Properties of Molecular Hosts

基于荧光的分子宿主包合特性的综合比较研究

• 批准号: RGPIN-2022-03470
• 负责人: Wagner, Brian
• 金额: $ 1.75万
• 依托单位: University of Prince Edward Island
• 依托单位国家: 加拿大
• 项目类别: Discovery Grants Program - Individual
• 财政年份: 2022
• 资助国家: 加拿大
• 起止时间: 2022-01-01 至 2023-12-31
• 项目状态: 已结题
• 来源: https://www.nserc-crsng.gc.ca/ase-oro/Details-Detailles_eng.asp?id=748144
• 关键词: Comprehensive; Fluorescence; based; Comparative; Studies

Supramolecular chemistry involves structures consisting of two or more molecules held together by non-covalent intermolecular interactions. The simplest example of a supramolecular system is a host-guest inclusion complex, in which a guest molecule becomes included within the cavity of a larger, cage-like host molecule. Our group has established the comparative use of two isomeric fluorescent guests, 1-anilino-8-naphthalene sulfonate (1,8-ANS) and 2-anilino-6-naphthalene sulfonate (2,6-ANS), which differ only in shape. Previous work involved studies of the properties of the two most widely used families of molecular hosts, cyclodextrins and cucurbiturils, which illustrated the value of using these two guests in comparative studies. In this proposal, the binding of these two guests as well as 7-methoxycoumarin (7MC) will be explored with two other families of macrocyclic hosts, namely calixarenes and pillarenes. These four families of hosts have varying cavity sizes, shapes, and properties. In the first part of this proposal, the inclusion of 1,8- and 2,6-ANS in calixarenes and pillarenes will be studied in aqueous solution, to complement previous work and give an extensive study of these four families of hosts in water. The second part of the proposal involves a similar extensive set of comparative binding studies of these four families of hosts in nonaqueous solution, to firmly establish the role of solvent in host-guest inclusion. We recently published a study of the inclusion of both ANS by a pillarene host in nonaqueous solvents, which showed strong dependence of the binding on the solvent used, and which established our ability to do these nonaqueous studies. The third part of this proposal involves the use 7MC as guest, which is more compact in shape and size compared to ANS. The binding of this guest in the four families of hosts will provide further understanding of their comparative binding properties. The major objective of this research project is to establish an extensive understanding of the cavity properties, guest preferences, and driving forces of inclusion amongst these four important families of hosts in both aqueous and nonaqueous solution, and to establish general and specific structure-binding relationships. Host-guest inclusion in solution has found extensive research and industrial applications, such as in drug delivery and consumer products. The suite of these four macrocyclic families provides an arsenal of hosts from which to choose, and it is essential to understand their comparative binding properties. There has been no previous such large scale comprehensive study with these hosts; the innovative and ambitious research proposed herein making use of three different guests, four different families of hosts, and both aqueous and nonaqueous solvents, will provide a deep understanding of this phenomenon, which will be essential for efficient and transformative academic and industrial applications of host-guest inclusion.

超分子化学涉及由两个或多个分子通过非共价分子间相互作用结合在一起组成的结构。超分子体系最简单的例子是主客体包合复合物，其中客体分子被包含在更大的笼状主体分子的空腔内。我们的小组已经建立了两个异构体的荧光客人，1-苯胺基-8-萘磺酸盐（1，8-ANS）和2-苯胺基-6-萘磺酸盐（2，6-ANS），这两个不同的只是形状的比较使用。以前的工作涉及的性质的两个最广泛使用的家庭的分子主体，环糊精和葫芦脲，这说明了使用这两个客人在比较研究的价值的研究。在这个建议中，这两个客人以及7-甲氧基香豆素（7 MC）的绑定将探索与其他两个家庭的大环主机，即杯芳烃和pillarenes。这四个宿主家族具有不同的腔大小、形状和性质。在本提案的第一部分中，将在水溶液中研究杯芳烃和柱芳烃中的1，8-和2，6-ANS，以补充以前的工作，并对这四个家庭在水中的宿主进行广泛的研究。该提案的第二部分涉及一组类似的广泛的比较约束力的研究，这四个家庭的主机在非水溶液中，牢固地建立溶剂的作用，主客体包合。我们最近发表了一项研究，包括两个ANS的pillarene主机在非水溶剂中，这表明强烈的依赖性的结合所使用的溶剂，并建立了我们的能力，做这些非水的研究。该提案的第三部分涉及使用7 MC作为访客，与ANS相比，它在形状和尺寸上更紧凑。该客体在四个主体家族中的结合将提供对它们的比较结合性质的进一步理解。本研究项目的主要目标是建立一个广泛的了解腔的性质，客人的喜好，并包括这四个重要的家庭之间的主机在水溶液和非水溶液的驱动力，并建立一般和具体的结构结合关系。溶液中的主-客体包含物已经得到广泛的研究和工业应用，例如在药物递送和消费品中。这四个大环家族的套件提供了一个可供选择的主机库，并且必须了解它们的比较结合特性。以前从未对这些宿主进行过如此大规模的全面研究;本文提出的创新且雄心勃勃的研究利用三种不同的客体、四种不同的宿主家族以及水性和非水性溶剂，将提供对这种现象的深入了解，这对于高效和变革性的主客体包容学术和工业应用至关重要。