Metal-Catalyzed C-H Borylation: Mechanism, Scope, and Applications

金属催化的 C-H 硼化反应：机制、范围和应用

• 批准号: 8481556
• 负责人: Milton Rudolph Smith
• 金额: $ 27.67万
• 依托单位: MICHIGAN STATE UNIVERSITY
• 依托单位国家: 美国
• 财政年份: 2001
• 资助国家: 美国
• 起止时间: 2001-06-01 至 2015-03-31
• 项目状态: 已结题
• 来源: https://reporter.nih.gov/project-details/8481556
• 关键词: Address; Agreement; Boranes; Boron; Catalysis; Chemicals; Chemistry; Collaborations; Communities; Complement; Computer Simulation; Computing Methodologies; Development; Drug Costs; Electronics; Family; Generations; Goals; Hydrogen Bonding; Inorganic Chemistry; Iridium; Metals; Methodology; Methods; Nature; Organic Synthesis; Pharmacologic Substance; Play; Positioning Attribute; Preparation; Process; Production; Reaction; Reagent; Reporting; Research Personnel; Role; Route; Solutions; System; Texas; Ursidae Family; abstracting; catalyst; computer studies; design; drug discovery; insight; interest; professor; public health relevance; research study; theories

DESCRIPTION (provided by applicant): Metal-Catalyzed C-H Borylation: Mechanism, Scope, and Applications Abstract C-H borylation is a process where C-H bonds in an organic molecule react with B-H or B-B bonds forming a B-C bond. The byproducts of this process are dihydrogen from B-H reagents or a borane from B-B reagents. In most instances, this process is metal-catalyzed, and the most widely utilized systems employ iridium. The regioselectivities for C-H borylations often complement those of more commonly employed C-H functionalization methods like electrophilic aromatic substitution (EAS) or directed ortho-metalation (DoM). Although steric interactions can have a strong influence on regioselectivity, there is evidence that electronic effects may play an important, though underappreciated, role in this chemistry. Herein we propose to advance our understanding of C-H borylations and to orthogonally develop the methodology such that it can offer solutions to synthetic problems faced by the biomedical community. Specifically, we propose to (1) gain insight into the mechanistic nature of these reactions; (2) Develop new strategies for contra electronic C-H functionalizations; and (3) Invent new catalysts for atroposelective C-H functionalization. We will pursue these aims through a collaborative multi- investigator venture that bring the power of inorganic chemistry, organic synthesis, and computational methods to bear on the problem.

描述（由申请人提供）：金属催化的C-H Borylation：机理，范围和应用摘要C-H Borylation是一个过程，其中有机分子中的C-H键与形成B-C键的B-H或B-B键反应。该过程的副产品是来自B-H试剂的二氢或B-B试剂的硼烷。在大多数情况下，此过程是金属催化的，并且使用最广泛的系统采用了虹膜。 C-H种植的区域选择性通常补充了更常用的C-H功能化方法，例如亲电芳族取代（EAS）或定向矫形器（DOM）。尽管空间相互作用可能会对区域选择性产生强大的影响，但有证据表明，尽管电子效应在这种化学中可能起重要的作用，但仍有重要的作用。在此，我们建议提高我们对C-H的体力的理解，并正交开发方法，以便为生物医学界面临的合成问题提供解决方案。具体而言，我们建议（1）深入了解这些反应的机械性质； （2）制定对矛盾电子C-H功能化的新策略； （3）发明新的催化剂，用于促进性C-H功能化。我们将通过一个合作的多研究者冒险来追求这些目标，该公司带来了无机化学，有机合成和计算方法的力量，以解决问题。