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Photocatalytic Giese‐Type Reaction with Alkylsilicates Bearing C,O‐Bidentate Ligands
Author(s) -
Morofuji Tatsuya,
Matsui Yu,
Ohno Misa,
Ikarashi Gun,
Kano Naokazu
Publication year - 2021
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.202005300
Subject(s) - radical , denticity , chemistry , alkyl , reagent , photocatalysis , photochemistry , adduct , organometallic chemistry , polymer chemistry , medicinal chemistry , organic chemistry , catalysis , crystal structure
Herein, a photocatalytic Giese‐type reaction with alkylsilicates bearing C,O‐bidentate ligands as stable alkyl radical precursors has been reported. The alkylsilicates were prepared in one step from organometallic reagents. Not only primary, secondary, and tertiary alkyl radicals, but also elusive methyl radicals, could be generated by using the present reaction system. The generated radicals were trapped by electron‐deficient olefins bearing various functional groups to give the desired alkyl adducts. The silicon byproduct can be recovered after the photoreaction. The radical generation process was investigated by theoretical calculations, which provided an insight into the facile generation of methyl radicals from methylsilicate bearing C,O‐bidentate ligands.