Novel Reagents and Catalysts for Organic Synthesis

用于有机合成的新型试剂和催化剂

• 批准号: 10263287
• 负责人: Shih-Yuan Liu
• 金额: $ 32.87万
• 依托单位: BOSTON COLLEGE
• 依托单位国家: 美国
• 财政年份: 2020
• 资助国家: 美国
• 起止时间: 2020-09-15 至 2024-07-31
• 项目状态: 已结题
• 来源: https://reporter.nih.gov/project-details/10263287
• 关键词: 1,3-Butadiene; Affect; Area; Biological; Biomedical Research; Boron; Butane; Carbon; Chemicals; Chemistry; Complex; Coupling; Development; Exhibits; Family; Generations; Goals; Hydrogenation; Knowledge; Laboratories; Ligands; Metals; Methodology; Methods; Nitrogen; Organic Chemistry; Organic Synthesis; Oxidation-Reduction; Phosphines; Positioning Attribute; Preparation; Reaction; Reagent; Research; Structure; Synthesis Chemistry; System; Technology; Time; Transition Elements; Translating; Translations; Work; catalyst; density; design; electronic structure; materials science; novel; programs; virtual

Project Summary/Abstract The generation of chemical space and its translation into new functions is one of the main goals of synthetic chemistry. The BN/CC isosterism (i.e., replacement of a carbon-carbon bond with a boron-nitrogen bond) has emerged as a viable strategy to increase the chemical space of compounds relevant to biomedical research. This proposal describes a new untapped avenue of exploration for BN/CC isosterism, namely a program geared toward developing BN isosteres of arenes as useful reagents and catalysts for synthetic organic chemistry applications. Potential benefits of research into these BN heterocycles (also known as azaborines) include discovery of novel reactivity and selectivity that are unattainable by using conventional organic compounds and the development of new mechanistic principles, both as a consequence of azaborine's unique electronic structure. Specifically, we seek to: 1) establish azaborines as four-carbon (4C) + 1 nitrogen (1N) + 1 boron (1B) synthon for synthetic applications that exploit the preinstalled functional density of an azaborine, i.e., a nitrogen atom, a boron atom, and a 1,3- butadiene unit to efficiently produce new aminoborylated compounds for diversity-oriented synthesis. 2) establish azaborines as a new family of ligands that can engage in distinct coordination modes with transition metals to affect new reactivity and selectivity in metal-catalyzed transformations. Completion of the proposed aims will yield new readily accessible and utilizable reagents and catalyst systems that can accomplish synthetic transformations not readily achievable by existing methods.

项目摘要/摘要 化学空间的产生及其转化为新功能是合成的主要目标之一 化学。 BN/CC同义（即，用硼氮键代替碳碳键）具有 成为一种可行的策略，以增加与生物医学研究相关的化合物的化学空间。 该提案描述了BN/CC同义的新的未开发的探索途径，即 旨在开发ARANE的BN等等等等等等等线，作为合成有机物的有用试剂和催化剂 化学应用。对这些BN杂环的研究的潜在好处（也称为阿扎代洛琳） 包括通过使用常规有机物发现新的反应性和选择性的新反应性和选择性 化合物和新机械原理的发展，既是阿扎博林独特的结果 电子结构。 具体来说，我们寻求： 1）将Azaborines建立为四碳（4C） + 1氮（1N） + 1硼（1B）合成应用 利用阿扎巴林（即氮原子，硼原子和1,3--）的预安装的功能密度 丁二烯单元有效地生产新的氨基化化合物，用于多样性的综合。 2）建立阿扎代理作为一个新的配体家庭，可以与 过渡金属影响金属催化转化的新反应性和选择性。 拟议的目标的完成将产生新的易于访问且可利用的试剂和催化剂系统 这可以实现现有方法不容易实现的合成转换。