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Sulfonium salts as pseudohalide electrophiles for cross-coupling having improved tractability, orthogonality, stability and environmental profile

锍盐作为用于交叉偶联的拟卤化物亲电子试剂，具有改进的易处理性、正交性、稳定性和环境特征

基本信息

批准号：
2435222
负责人：
金额：
--
依托单位：
University of Bath
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：
已结题

来源：
https://gtr.ukri.org/projects?ref=studentship-2435222
关键词：
Sulfonium salts pseudohalide electrophiles cross

项目摘要

Aim - Synthesise sulfonium salts for use as pseudo halides in cross-coupling reactions.Objectives - 1) Optimise formation of sulfonium salts 2) Synthesise sulfonium salts of varying chemical nature 3) Usesulphonium salts in cross coupling reactions such as Suzuki Cross Couplings, as pseudo halides 4)Performmechanistic studies for the cross-couplingThe potential applications of this research, are to enable new methods od synthesis in both the chemical industry andacademia, so called 'cross coupling' reactions have become a name stay of chemical synthesis over the last fewdecades and their significance was acknowledged in the 2010 Nobel Prize. However, significant limitations remain inthe existing cross coupling methodology. The proposed sulphonium salts can be used in cross coupling reactionswhere the corresponding halide (the 'traditional' starting material) is unstable, the monohalide is difficult to form orchallenging to purify etc. and so enables access to a wider range of molecules through cross coupling reactions.The benefits of this research are that sulphonium salts are easier to handle, are usually more stable than the halidesthey are replacing, and have a better environmental profile as pseudo halides for electrophiles in cross couplingsThe project aligns with the EPSRC cross cutting capabilities of 'future manufacturing technologies' and 'advancedmaterials' so is therefore relevant to the goals of the research council.The secondary supervisor, Dr. Catherine Lyall has expertise in NMR spectroscopy and therefore will assist withplanned mechanistic studies using the Dynamic Reaction Monitoring Flow NMR facility

目的 - 合成锍盐，在交叉偶联反应中用作假卤化物。目标 - 1) 优化锍盐的形成 2) 合成不同化学性质的锍盐 3) 在交叉偶联反应中使用锍盐，例如铃木交叉偶联，作为假卤化物 4) 对交叉偶联潜力进行机理研究这项研究的应用，将使化学工业和学术界的新合成方法成为可能，所谓的“交叉偶联”反应在过去几十年里已成为化学合成的一个名称，其重要性在 2010 年诺贝尔奖中得到了认可。然而，现有的交叉耦合方法仍然存在很大的局限性。所提出的锍盐可用于交叉偶联反应，其中相应的卤化物（“传统”起始材料）不稳定，单卤化物难以形成或难以纯化等，因此能够通过交叉偶联反应获得更广泛的分子。这项研究的好处是锍盐更容易处理，通常比它们所取代的卤化物更稳定，并且具有交叉耦合中亲电试剂的伪卤化物具有更好的环境特征该项目与 EPSRC 的“未来制造技术”和“先进材料”交叉能力相一致，因此与研究委员会的目标相关。二级主管 Catherine Lyall 博士拥有 NMR 光谱方面的专业知识，因此将利用动态反应监测流 NMR 设施协助计划的机械研究