Tetrahedron

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 …

H Nagashima, Y Kubo, M Kawamura, T Nishikata…

Index: Nagashima, Hideo; Kubo, Yuichi; Kawamura, Mitsunobu; Nishikata, Takashi; Motoyama, Yukihiro Tetrahedron, 2011 , vol. 67, # 40 p. 7667 - 7672

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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 ...

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