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Studies towards Enantioselective Silver-Catalysed C-H Amination via Nitrene Transfer using Multi-Functional Ligands

使用多功能配体通过氮烯转移对映选择性银催化 C-H 胺化的研究

基本信息

批准号：
2468366
负责人：
金额：
--
依托单位：
University of Cambridge
依托单位国家：
英国
项目类别：
Studentship
财政年份：
2020
资助国家：
英国
起止时间：
2020 至无数据
项目状态：
未结题

来源：
https://gtr.ukri.org/projects?ref=studentship-2468366
关键词：
Studies towards Enantioselective Silver Catalysed

项目摘要

Year 1: Generic training activities for all first-year student members of the CDT.Year 2-4: C-H amination via nitrene transfer (NT) is able to convert C-H bonds directly to C-N bonds and holds the potential to transform the synthesis of nitrogen-containing molecules. NT reactions have gained much interest in the last 25 years as an alternative to cross-coupling reactions. Whilst chemo- and site-selectivity in C-H amination reactions is now well established, enantioselectivity is still a challenge. It is often the case that elaborate chiral ligands are required to see any enantioinduction for a given substrate class. Recently, silver has gained interest for its wide range of coordination geometries and ability to host non-covalent interactions (NCIs) between reactants and ligands. Enantioselective silver-catalysed C-H amination via NT has been seldom explored with only a handful of examples successfully developed thus far. Our group has successfully shown that enantioselectivity in C-H borylation can be controlled by a chiral-cation that is associated with an achiral, anionic ligand for iridium. With the potential for this methodology to be broadly applied to a range of other transition metal (TM) catalysed reactions, the ion-paired ligand system will be investigated with a silver-catalysed C-H amination protocol.

第 1 年：针对 CDT 所有一年级学生成员的通用培训活动。第 2-4 年：通过氮宾转移 (NT) 的 C-H 胺化能够将 C-H 键直接转化为 C-N 键，并具有改变含氮分子合成的潜力。 NT 反应作为交叉偶联反应的替代反应在过去 25 年中引起了广泛关注。虽然 C-H 胺化反应中的化学选择性和位点选择性现已得到很好的证实，但对映选择性仍然是一个挑战。通常情况下，需要精心设计的手性配体才能看到给定底物类别的任何对映诱导。最近，银因其广泛的配位几何形状以及在反应物和配体之间承载非共价相互作用（NCI）的能力而引起了人们的兴趣。通过 NT 对映选择性银催化 C-H 胺化的研究很少，迄今为止只有少数成功开发的例子。我们的研究小组已成功证明，C-H 硼化中的对映选择性可以通过与铱的非手性阴离子配体相关的手性阳离子来控制。由于该方法有可能广泛应用于一系列其他过渡金属 (TM) 催化反应，因此将使用银催化的 C-H 胺化方案研究离子对配体系统。