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Synthesis of Dibenzosiloles through Electrocatalytic Sila‐Friedel‐Crafts Reaction
Author(s) -
Han Pan,
Yin Mengyun,
Li Haiqiong,
Yi Jundan,
Jing Linhai,
Wei Bangguo
Publication year - 2021
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.202100262
Subject(s) - chemistry , friedel–crafts reaction , intramolecular force , transformation (genetics) , substitution (logic) , combinatorial chemistry , coupling (piping) , organic chemistry , computational chemistry , catalysis , composite material , biochemistry , computer science , gene , programming language , materials science
A novel electrocatalyzed method for the preparation of dibenzosiloles was developed through intramolecular C−H/Si−H dehydrogenative coupling strategy starting from biarylhydrosilanes. Both electro‐donating and electro‐withdrawing substitution groups were tolerated for this transformation, and the desired dibenzosilole products could be obtained in moderate to excellent yields. A sila‐Friedel‐Crafts reaction mechanism was proposed on the basis of previous literature and our controlled experiments.