Metal-Catalyzed C-H Borylation: Design of New Catalysts with New Selectivities

项目标题：金属催化的C-H硼化反应：设计具有新选择性的新型催化剂 摘要 C-H硼化是一种有机分子中的C-H键发生反应的合成方法 其中B-H或B-B键形成B-C键。它已被广泛应用于 Sp2 C-H键的官能化，但sp3和sp3 C-H键的例子 据报道。这些反应的产物是重要的中间体，它们利用 B-C键在温和条件下用于安装其他官能团的显著多功能性 条件。在这次续签申请中，我们建议增进我们对C-H的理解 并以正交方式开发该方法，使其能够为合成 生物医学界面临的问题。 一些具体的目标建立在前一次资助中开发的化学基础上 周期，而其他具体目标则是全新的。具体地说，我们建议(1)低成本的设计- 定向SP2和SP3 C-H硼化反应的配位数催化剂；(2)配体设计 间位和对位C-H硼化的骨架；以及(3)C-H硼化芳烃和 杂环实现正式的SP3 C-H硼化反应。我们将通过合作实现这些目标 将无机化学和有机合成的力量发挥作用的多研究者冒险 问题就在这里。

Project Title: Metal-Catalyzed C-H Borylation: Design of New Catalysts with New Selectivities Abstract C–H borylation is a synthetic methodology where C–H bonds in an organic molecule react with B–H or B–B bonds forming a B–C bond. It has been widely applied in the functionalization of sp2 C–H bonds, but examples of sp and sp3 C–H bonds have been reported. The products of these reactions are important intermediates, which leverage the remarkable versatility of B–C bonds for installation of other functional groups under mild conditions. In this renewal application, 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. Some of the specific aims build on chemistry that was developed in the previous funding cycle, while other specific aims are entirely new. Specifically, we propose to (1) the design of low- coordination number catalysts for directed sp2 and sp3 C–H borylation; (2) The design of ligand frameworks for meta and para C–H borylations; and (3) Hydrogenation of C–H borylated arenes and heterocycles to achieve formal sp3 C–H borylation. We will pursue these aims through a collaborative multi-investigator venture that bring the power of inorganic chemistry and organic synthesis to bear on the problem.