Green Catalytic Method for Hydrothiolation of Allylamines: An External Electric Field

[Image: see text] Based on the idea of environmental friendliness, we first studied the hydrothiolation reactions of thiophenol with allylamine using a green catalyst—an external electric field (EEF). The hydrothiolation reactions could occur through Markovnikov addition (path M) and anti-Markovniko...

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Detalles Bibliográficos
Autores principales: Zhang, Mingxia, Li, Wenzuo, Zhou, Ziyan, Zhuo, Shuping, Su, Zhongmin
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2022
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8867569/
https://www.ncbi.nlm.nih.gov/pubmed/35224338
http://dx.doi.org/10.1021/acsomega.1c05741
Descripción
Sumario:[Image: see text] Based on the idea of environmental friendliness, we first studied the hydrothiolation reactions of thiophenol with allylamine using a green catalyst—an external electric field (EEF). The hydrothiolation reactions could occur through Markovnikov addition (path M) and anti-Markovnikov addition (path AM) pathways. The calculation results demonstrated that when the EEF was oriented along F(–X), F(–Y), and F(+Z) directions, path M was accelerated. However, it is favorable for path AM only when the EEF is oriented along the +X and −Y-axes. In addition, the introduction of the EEF further increased and lowered the differences of the reaction barrier as the EEF was oriented along F(–X), F(–Y), and F(+X) directions. The solvent effects were also considered in this work. Hopefully, this unprecedented and green catalytic method for the hydrothiolation reactions of allylamine may provide guidance in the lab.