The First OCCCO Pentadentate Chelates: Osmium Mediated Stepwise Oxidations of Terminal Alkynes by Pyridine N‐Oxide,Chinese Journal of Chemistry

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The First OCCCO Pentadentate Chelates: Osmium Mediated Stepwise Oxidations of Terminal Alkynes by Pyridine N‐Oxide
Chinese Journal of Chemistry ( IF 5.5 ) Pub Date : 2020-06-08 , DOI: 10.1002/cjoc.202000227
Jianfeng Lin _{1,

2} , Qiannan Xu ₁ , Xinlei Lin ₁ , Yuhui Hua ₁ , Dafa Chen ₂ , Yonghong Ruan ₁ , Hong Zhang ₁ , Haiping Xia _{1,

2}

Affiliation

Oxygen atom transfer reactions between alkynes and heteroarene N‐oxides are currently mediated by transition metal, such as gold, ruthenium or rhodium, but they have never been catalyzed by osmium. Herein, we report stepwise oxidations of terminal alkynes mediated by an osmium carbolong complex, using pyridine N‐oxide as the oxidant, yielding novel aldehyde‐ or carboxylic acid‐coordinated osmapentalyne derivatives selectively. The mechanism was illustrated by density functional theory calculations, providing a new route for oxygen atom transfer between heteroarene N‐oxides and alkynes.

中文翻译：

最早的OCCCO五齿螯合物：O介导的吡啶N-氧化物逐步氧化末端炔烃

炔烃和杂芳烃N-氧化物之间的氧原子转移反应目前是由过渡金属（例如金，钌或铑）介导的，但它们从未被催化。在这里，我们报道了使用吡啶N-氧化物作为氧化剂，由car碳螯合物介导的末端炔烃的逐步氧化，选择性地产生新的醛或羧酸配位的osmapentalyne衍生物。密度泛函理论计算说明了该机理，为杂芳烃N-氧化物和炔烃之间氧原子的转移提供了新途径。

更新日期：2020-06-08

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