Photoinduced Divergent Deaminative Borylation and Hydrodeamination of Primary Aromatic Amines
Photoinduced Divergent Deaminative Borylation and Hydrodeamination of Primary Aromatic Amines
复制标题
伯芳香胺的光致发散脱氨硼化和加氢脱氨
DOI：
10.1021/acs.orglett.2c01663
复制
发表时间：
2022
期刊：
影响因子：
5.2
通讯作者：
Kuninobu Yoichiro
中科院分区：
文献类型：
--
作者：
Shiozuka Akira;Sekine Kohei;Toki Takumi;Kawashima Kyohei;Mori Toshifumi;Kuninobu Yoichiro
我们已经开发了发散的脱氨基硼化和加氢脱氨基伯芳胺使用双（频哪醇）二硼。这些转化可以通过反应条件来切换。机理和计算研究表明，C-N键的断裂和C-B键的形成不太可能涉及自由基中间体。然而，加氢脱氨显示通过相应的芳基和醚溶剂之间的氢原子转移进行。
We have developed the divergent deaminative borylation and hydrodeamination of primary aromatic amines using bis(pinacolato)diboron. These transformations can be switched by the reaction conditions. Mechanistic and computational studies have suggested that the cleavage of the C–N bond and the formation of C–B bond are unlikely to involve free aryl radical intermediates. However, hydrodeamination is shown to proceed via hydrogen atom transfer between the corresponding aryl radical and an ethereal solvent.