Azacycle-Directed Formal Aromatic C(sp2)–H Insertion with Cr(0) Fischer Carbene Complex via Oxidative Hydrogen Migration,Organometallics

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Azacycle-Directed Formal Aromatic C(sp2)–H Insertion with Cr(0) Fischer Carbene Complex via Oxidative Hydrogen Migration
Organometallics ( IF 2.5 ) Pub Date : 2021-08-19 , DOI: 10.1021/acs.organomet.1c00352
Xing-Qi Yao ₁ , Wen-Yan Tong ₂ , Kang Wang ₁ , Shuanglin Qu ₂ , Jianbo Wang ₁

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An azacycle-directed intermolecular aromatic C(sp²)–H functionalization of Cr(0) Fischer carbene complexes under catalyst-free conditions is reported. Arenes with pyridines, pyrimidine, and pyrazole as directing groups reacted with chromium(0) carbene complexes in good yields and excellent regioselectivities. According to the mechanistic studies based on experiments and computations with density functional theory (DFT), the reaction is proposed to follow an unconventional mechanism via oxidative hydrogen migration and reductive elimination, which is different from the classical electrophilic substitution mechanism.

中文翻译：

通过氧化氢迁移与 Cr(0) Fischer Carbene 配合物进行氮杂环导向的正式芳烃 C(sp2)-H 插入

报道了在无催化剂条件下氮杂环导向的分子间芳香族 C(sp ² )–H 官能化的 Cr(0) Fischer 卡宾配合物。具有吡啶、嘧啶和吡唑作为导向基团的芳烃与铬 (0) 卡宾配合物以良好的产率和出色的区域选择性反应。根据基于密度泛函理论（DFT）的实验和计算的机理研究，该反应通过氧化氢迁移和还原消除遵循非常规机制，这与经典的亲电取代机制不同。

更新日期：2021-08-19

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