Open AccessGreen Catalytic Method for Hydrothiolation of Allylamines: An External Electric Field
Author(s) -
Mingxia Zhang,
Wenzuo Li,
Ziyan Zhou,
Shuping Zhuo,
ZhongMin Su
Publication year - 2022
Publication title -
acs omega
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.779
H-Index - 40
ISSN - 2470-1343
DOI - 10.1021/acsomega.1c05741
Subject(s) - allylamine , thiophenol , catalysis , chemistry , medicinal chemistry , organic chemistry , polyelectrolyte , polymer
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.