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 |
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Authors: | Hideo Nagashima Yuichi KuboMitsunobu Kawamura Takashi NishikataYukihiro Motoyama |
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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 |
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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. |
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Keywords: | Ruthenium cluster Reduction Alkylation Ester Hydrosilane |
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