New Catalytic C-H Functionalisations and Oxidative Annulations for Chemical Synthesis

用于化学合成的新型催化 C-H 官能化和氧化环化

• 批准号: EP/L001500/2
• 负责人: Hon Lam
• 金额: $ 20.32万
• 依托单位: University of Nottingham
• 依托单位国家: 英国
• 项目类别: Research Grant
• 财政年份: 2013
• 资助国家: 英国
• 起止时间: 2013 至 无数据
• 项目状态: 已结题
• 来源: https://gtr.ukri.org/projects?ref=EP%2FL001500%2F2
• 关键词: New; Catalytic; Functionalisations; Oxidative; Annulations

The efficient formation of carbon-carbon bonds is a central objective in the synthesis of organic molecules, which are required in numerous applications across society. While traditional synthetic methods employing two functionalised starting materials containing carbon-metal or carbon-halogen bonds, for example, have been highly successful, more recent research has focused on forming carbon-carbon bonds directly from two carbon-hydrogen (C-H) bonds. Such C-H functionalisation reactions have the advantages of shorter routes to target molecules (as prior preparation of functionalised precursors is avoided) and the generation of less chemical waste (since a higher proportion of atoms present in the starting materials ends up in the products).In this research programme, we aim to develop new methods to form cyclic (ring-containing) organic molecules by the formation of two carbon-carbon bonds from two carbon-hydrogen bonds. These reactions will be promoted by small quantities of metal catalysts based around ruthenium, rhodium, palladium, nickel, or other metals. In this way, a diverse range of potentially useful organic molecules may be prepared rapidly and efficiently. Many of these reactions have the potential to form more than one product, and in order to maximise efficiency, catalysts and reaction conditions will be identified to form each of those products selectively, at will. Furthermore, some of the reactions have the potential to form chiral products (compounds that have non-superimposable mirror images). In these cases, we will identify chiral catalysts that enable the selective formation of one enantiomer over the other. This aspect is important, since different enantiomers of functional molecules (such as medicines or agrochemicals) often display different behaviours.This research will provide valuable information that could be of benefit to all researchers involved in the synthesis of organic compounds. We hope to be able to establish concepts that can be applied in initially unanticipated contexts, ultimately providing positive contributions to science and society.

在有机分子的合成中，有效地形成碳-碳键是一个中心目标，这是社会上许多应用所必需的。虽然传统的合成方法使用了两种含有碳-金属或碳-卤键的功能化起始材料，取得了巨大的成功，但最近的研究集中在直接从两个碳-氢(C-H)键形成碳-碳键。这种C-H官能化反应的优点是到目标分子的路线更短(因为避免了预先制备官能化前体)，并且产生的化学废物更少(因为在起始材料中存在更高比例的原子最终进入产品)。在这个研究计划中，我们的目标是开发新的方法，通过两个碳-氢键形成两个碳-碳键来形成环状(含环)有机分子。这些反应将由少量的以Ru、Rh、Pd、Ni或其他金属为基础的金属催化剂来促进。通过这种方式，可以快速有效地制备各种潜在有用的有机分子。其中许多反应有可能形成不止一种产物，为了最大限度地提高效率，将根据需要确定催化剂和反应条件，以选择性地形成每一种产物。此外，一些反应有可能形成手性产物(具有不可重叠镜像的化合物)。在这些情况下，我们将识别能够选择性地形成一个对映体而不是另一个的手性催化剂。这方面很重要，因为不同的功能分子(如药物或农用化学品)的对映体往往表现出不同的行为。这项研究将提供有价值的信息，对所有参与有机化合物合成的研究人员都有帮助。我们希望能够建立能够应用于最初意想不到的背景下的概念，最终为科学和社会做出积极贡献。