Frustrated Lewis Pair Mediated 1,2‐Hydrocarbation of Alkynes,Angewandte Chemie International Edition

当前位置： X-MOL 学术 › Angew. Chem. Int. Ed. › 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.)

Frustrated Lewis Pair Mediated 1,2‐Hydrocarbation of Alkynes
Angewandte Chemie International Edition ( IF 16.1 ) Pub Date : 2017-07-04 , DOI: 10.1002/anie.201705100
Valerio Fasano ₁ , Liam D Curless ₁ , James E Radcliffe ₁ , Michael J Ingleson ₁

Affiliation

Frustrated Lewis pair (FLP) chemistry enables a rare example of alkyne 1,2‐hydrocarbation with N‐methylacridinium salts as the carbon Lewis acid. This 1,2‐hydrocarbation process does not proceed through a concerted mechanism as in alkyne syn‐hydroboration, or through an intramolecular 1,3‐hydride migration as operates in the only other reported alkyne 1,2‐hydrocarbation reaction. Instead, in this study, alkyne 1,2‐hydrocarbation proceeds by a novel mechanism involving alkyne dehydrocarbation with a carbon Lewis acid based FLP to form the new C−C bond. Subsequently, intermolecular hydride transfer occurs, with the Lewis acid component of the FLP acting as a hydride shuttle that enables alkyne 1,2‐hydrocarbation.

中文翻译：

受挫的路易斯对介导的炔烃的1,2-碳氢化

受阻路易斯对 (FLP) 化学使得以 N-甲基吖啶鎓盐作为碳路易斯酸进行炔烃 1,2-烃化成为罕见的例子。这种 1,2-烃化过程并不像炔烃顺式硼氢化反应那样通过一致的机制进行，也不像在唯一报道的炔烃 1,2-烃化反应中那样通过分子内 1,3-氢化物迁移进行。相反，在这项研究中，炔烃 1,2-烃化通过一种新的机制进行，涉及炔烃与基于碳路易斯酸的 FLP 脱烃以形成新的 C−C 键。随后，发生分子间氢化物转移，FLP 的路易斯酸组分充当氢化物梭，实现炔烃 1,2-烃化。

更新日期：2017-07-04

点击分享查看原文

点击收藏

公开下载

阅读更多本刊新发论文本刊介绍/投稿指南