Development of N,O Chelated Complexes for the Catalytic Synthesis of Amines and Nitrogen Containing Materials

用于催化合成胺和含氮材料的 N,O 螯合配合物的开发

• 批准号: RGPIN-2016-06726
• 负责人: Schafer, Laurel
• 金额: $ 6.63万
• 依托单位: University of British Columbia
• 依托单位国家: 加拿大
• 项目类别: Discovery Grants Program - Individual
• 财政年份: 2020
• 资助国家: 加拿大
• 起止时间: 2020-01-01 至 2021-12-31
• 项目状态: 已结题
• 来源: https://www.nserc-crsng.gc.ca/ase-oro/Details-Detailles_eng.asp?id=710373
• 关键词: Development; Chelated; Complexes; Catalytic; Synthesis

Amine functionalities are incorporated into a broad range of natural products called alkaloids and are key components of a majority of synthetic and naturally occurring biologically active chemicals and materials, such as pharmaceuticals, agrochemicals and anti-microbial plastics. Methods for selectively and strategically synthesizing such amine functionalized small molecules and materials from more readily available starting materials, including alkenes and alcohols, is an area of intense investigation with catalytic approaches emerging as the preferred strategy for improving energy efficiency and reducing waste by-product formation. Catalysts offer cutting-edge opportunities for advancing manufacturing efficiency and commercial profitability as they help chemical transformations occur with less forcing conditions and they control the outcome of the chemical reaction while not being consumed themselves. Thus, catalysts can be reused repeatedly and are only required in small amounts. This proposal targets the preparation of new catalysts for the efficient synthesis of value-added selectively substituted amines from inexpensive amine, alkene and alcohol starting materials. Such transformations have been targeted by the chemical/pharmaceutical/agrochemical manufacturing sector for decades, but are known to be challenging as the amine reagents and products can bind to catalysts and render them ineffective. Our group has pioneered the development of bio-inspired, N,O-chelated metal complexes as a new family of catalysts that are capable of assembling more complex amines from simple amine, alkene and alcohol building blocks by either catalytic C-N bond formation or C-C bond formation. Here we propose to build upon our previous successes to tackle known challenging transformations that at present have no generally effective catalytic option. Additionally, we propose to develop improved catalysts to build amines that cannot be readily assembled using traditional chemical approaches. Our core discoveries focus on realizing and understanding new chemical reactivity and transformations, which could be used to achieve innovative and cutting-edge approaches in chemical manufacturing. Benefits to Canada will include the development of world-leading clean technologies for the preparation of amine functionalized small molecules and materials of relevance to the plastics, composite materials, agrochemical and pharmaceutical industries.

胺官能团被引入到广泛的天然产物中，称为生物碱，并且是大多数合成和天然存在的生物活性化学品和材料的关键组分，例如药物，农用化学品和抗微生物塑料。 用于从更容易获得的起始材料（包括烯烃和醇）选择性地和策略性地合成这种胺官能化的小分子和材料的方法是一个深入研究的领域，其中催化方法作为用于提高能量效率和减少废物副产物形成的优选策略而出现。 催化剂为提高制造效率和商业盈利能力提供了最前沿的机会，因为它们有助于在较低的强制条件下发生化学转化，并且它们控制化学反应的结果，而不是消耗本身。 因此，催化剂可以重复使用，并且只需要少量。 该提案的目标是制备新的催化剂，用于从廉价的胺、烯烃和醇起始材料有效合成增值的选择性取代的胺。 几十年来，这种转化一直是化学/制药/农用化学品制造部门的目标，但已知具有挑战性，因为胺试剂和产物可以与催化剂结合并使其无效。 我们的团队率先开发了生物启发的N，O-螯合金属络合物作为一种新的催化剂家族，能够通过催化C-N键形成或C-C键形成，从简单的胺，烯烃和醇结构单元组装更复杂的胺。在此，我们建议在以往成功的基础上，应对目前没有普遍有效的催化方案的已知挑战性变革。 此外，我们建议开发改进的催化剂，以建立胺，不能很容易地组装使用传统的化学方法。 我们的核心发现专注于实现和理解新的化学反应性和转化，可用于实现化学制造的创新和尖端方法。 对加拿大的惠益将包括开发世界领先的清洁技术，用于制备与塑料、复合材料、农用化学品和制药工业有关的胺官能化小分子和材料。