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Visible‐Light‐Mediated Metal‐Free Hydrosilylation of Alkenes through Selective Hydrogen Atom Transfer for Si−H Activation
Author(s) -
Zhou Rong,
Goh Yi Yiing,
Liu Haiwang,
Tao Hairong,
Li Lihua,
Wu Jie
Publication year - 2017
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201711250
Subject(s) - hydrosilylation , hydrogen atom , photochemistry , catalysis , chemistry , metal , transition metal , electron transfer , hydrogen , atom (system on chip) , organic chemistry , alkyl , computer science , embedded system
Although there has been significant progress in the development of transition‐metal‐catalyzed hydrosilylations of alkenes over the past several decades, metal‐free hydrosilylation is still rare and highly desirable. Herein, we report a convenient visible‐light‐driven metal‐free hydrosilylation of both electron‐deficient and electron‐rich alkenes that proceeds through selective hydrogen atom transfer for Si−H activation. The synergistic combination of the organophotoredox catalyst 4CzIPN with quinuclidin‐3‐yl acetate enabled the hydrosilylation of electron‐deficient alkenes by selective Si−H activation while the hydrosilylation of electron‐rich alkenes was achieved by merging photoredox and polarity‐reversal catalysis.