Phosphinylation of Non‐activated Aryl Fluorides through Nucleophilic Aromatic Substitution at the Boundary of Concerted and Stepwise Mechanisms
Phosphinylation of Non‐activated Aryl Fluorides through Nucleophilic Aromatic Substitution at the Boundary of Concerted and Stepwise Mechanisms
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在协同和逐步机制的边界上通过亲核芳香取代对非活化芳基氟化物进行膦酰化
DOI：
10.1002/anie.202013544
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发表时间：
2021
期刊：
影响因子：
--
通讯作者：
Sawamura Masaya
中科院分区：
文献类型：
--
作者：
You Zhensheng;Higashida Kosuke;Iwai Tomohiro;Sawamura Masaya
非活化芳基氟化物通过亲核芳香取代（SNAr）反应与二有机亚膦酸钾反应。值得注意的是，电子中性和富电子的芳基氟化物都参与了与基本上稳定的阴离子P亲核试剂的反应，形成相应的叔膦氧化物。 量子化学计算表明，亲核依赖性机制，涉及协调和逐步SNAr反应途径。
Non‐activated aryl fluorides reacted with potassium diorganophosphinites through a nucleophilic aromatic substitution (SNAr) reaction. Remarkably, both electron‐neutral and electron‐rich aryl fluorides participated in the reaction with substantially stabilized anionic P nucleophiles to form the corresponding tertiary phosphine oxides. Quantum chemical calculations suggested a nucleophile‐dependent mechanism that involves both concerted and stepwise SNAr reaction pathways.