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Electrochemical C-F bond activation.

电化学 C-F 键活化。

基本信息

批准号：
2894258
负责人：
金额：
--
依托单位：
University of Bristol
依托单位国家：
英国
项目类别：
Studentship
财政年份：
2023
资助国家：
英国
起止时间：
2023 至无数据
项目状态：
未结题

来源：
https://gtr.ukri.org/projects?ref=studentship-2894258
关键词：
Electrochemical bond activation.

项目摘要

Organic fluorine chemicals (molecules containing at least one fluorine) have shown to be highly important compounds to the pharmaceutical and agrochemical industry. This interest can be attributed to fluorinated groups modifying the metabolic stability, lipophilicity, pKa or conformational preferences compared to non-fluorinated analogues. The C-F bond has a higher bond dissociation energy than any other C-X single bond and so, is challenging to activate. The high C-F bond strength results in them being inert to many reaction conditions, allowing it to be carried through multi-step syntheses and providing interesting regio- and chemoselectivity. There are many classes of C-F bonds, some of which include aryl fluorides, acyl fluorides, vinyl fluorides and alkyl fluorides. Each type of C-F bond provides its own set of challenges to activate and functionalise. In this project we will be focussing on the activation and functionalisation of C(sp3)-F bonds using electrochemistry. The development of mild, metal-free C-F activation is of great interest to synthetic chemistry and electrochemistry can provide unique solutions to these challenges as it allows for environmentally benign, atom economical redox transformations. Reactions can be performed with high selectivity and functional group tolerance by altering the applied potential from the power source. Novel C-F activation will be developed using mild electrochemical conditions.

有机氟化学品(至少含有一种氟的分子)已被证明是制药和农化工业中非常重要的化合物。这种兴趣可以归因于与非氟化类似物相比，氟化基团改变了代谢稳定性、亲脂性、pKA或构象偏好。C-F键比任何其他C-X单键具有更高的键离解能，因此很难被激活。高的C-F键强度导致它们对许多反应条件都是惰性的，使得它可以进行多步合成，并提供了有趣的区域和化学选择性。C-F键有多种类型，其中一些包括芳基氟化物、酰基氟化物、乙烯基氟化物和烷基氟化物。每种类型的C-F债券都有自己的一系列挑战，需要激活和功能化。在这个项目中，我们将重点研究C(SP3)-F键的电化学活化和官能化。温和、无金属的C-F活化的发展对合成化学和电化学可以提供独特的解决方案，因为它允许环境友好、原子经济的氧化还原转化。通过改变电源的施加电势，可以高选择性和对官能团的耐受性进行反应。利用温和的电化学条件将开发新的C-F活化。