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Hydrosilanes are not always a reducing reagent: a ruthenium-catalyzed introduction of primary alkyl groups to electron-rich aromatic rings using esters as a source of the alkyl groups
Authors:Hideo Nagashima  Yuichi KuboMitsunobu Kawamura  Takashi NishikataYukihiro Motoyama
Affiliation:a Institute for Materials Chemistry and Engineering, Kyushu University, Kasuga, Fukuoka 816-8580, Japan
b Graduate School of Engineering Sciences, Kyushu University, Kasuga, Fukuoka 816-8580, Japan
Abstract:A triruthenium cluster, (μ3, η2, η3, η5-acenaphthylene)Ru3(CO)7 effectively catalyzes primary-alkylation reaction of electron-rich aromatic rings using a combination of hydrosilane and ester as a source of the primary-alkyl group. The reaction involves electrophilic substitution of arenes by carbocationic species stabilized by a neighboring alkoxy or siloxy group generated during the reduction of esters giving alkylated arenes after reductive removal of the alkoxy or siloxy group at the benzylic position.
Keywords:Ruthenium cluster   Reduction   Alkylation   Ester   Hydrosilane
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