A quantitative empirical directing group scale for selectivity in iridium-catalysed hydrogen isotope exchange reactions,Catalysis Science & Technology

当前位置： X-MOL 学术 › Catal. Sci. Technol. › 论文详情

Our official English website, www.x-mol.net, welcomes your feedback! (Note: you will need to create a separate account there.)

A quantitative empirical directing group scale for selectivity in iridium-catalysed hydrogen isotope exchange reactions
Catalysis Science & Technology ( IF 4.4 ) Pub Date : 2020-09-04 , DOI: 10.1039/d0cy01597k
Daria S. Timofeeva _{1,

2,

3,

4} , David M. Lindsay _{1,

2,

3,

4} , William J. Kerr _{1,

2,

3,

4} , David J. Nelson _{1,

2,

3,

4}

Affiliation

A palette of commonly used directing groups, including various pharmaceutically relevant nitrogen-containing heterocycles, are quantitatively ranked based on the results of intermolecular hydrogen isotope exchange competition reactions using two iridium complexes: [Ir(COD)(IMes)(PPh₃)][BArF₂₄] and [IrCl(COD)(IMes)]. The directing group power scales that have been constructed from these data reveal a wide range of reactivity covering four orders of magnitude. Intramolecular competition experiments have demonstrated that the obtained reactivity scale provides accurate predictions of regioselectivity within molecules with multiple competing directing groups. This work contributes to our understanding and control of regioselectivity in metal-catalysed C–H activation reactions.

中文翻译：

铱催化的氢同位素交换反应中选择性的定量经验导向基团规模

基于分子间氢同位素交换竞争反应的结果，使用两种铱络合物对[Ir（COD）（IMes）（PPh ₃）] ，对包括各种药学上相关的含氮杂环在内的常用导向基团进行了定量排名。BArF ₂₄ ]和[IrCl（COD）（IMes）]。根据这些数据构建的指导组功率标度显示出涵盖四个数量级的广泛反应性。分子内竞争实验表明，所获得的反应性规模为具有多个竞争性导向基团的分子内的区域选择性提供了准确的预测。这项工作有助于我们理解和控制金属催化的CH活化反应中的区域选择性。

更新日期：2020-09-14

点击分享查看原文

点击收藏

公开下载

阅读更多本刊最新论文本刊介绍/投稿指南11