Arylation of hydrocarbyl ligands formed from n-alkanes through C-H bond activation of benzene using a triruthenium cluster

Makoto Moriya, Atsushi Tahara, Toshiro Takao, Hiroharu Suzuki

Research output: Contribution to journalArticle

21 Citations (Scopus)

Abstract

Triruthenium complex 2 containing a perpendicularly coordinated 1-pentyne ligand, which is one of the key intermediates of the reaction of triruthenium pentahydrido complex 1 with n-pentane, reacts with benzene to yield μ3-benzyne-μ3-pentylidyne complex 5 by C-H bond activation. β-H elimination form the μ3-penytylidyne ligand occurred upon heating to yield μ3-pentenylidene complex 6, which was followed by the formation of closo-ruthenacyclopentadiene complex 8 by the connection of the two hydrocarbyl moieties placed on each face of the triruthenium plane with partial metal-metal bond breaking. Treatment of 8 with pressurized hydrogen resulted in exclusive liberation of n-pentylbonzene, which is difficult to synthesize by conventional Friedel-Crafts alkylation. These sequential transformations correspond to the formation of linear alkylbenzene by the reaction of pentane with benzene on a trimetallic plane.

Original languageEnglish
Pages (from-to)3393-3397
Number of pages5
JournalEuropean Journal of Inorganic Chemistry
Issue number23
DOIs
Publication statusPublished - Aug 1 2009
Externally publishedYes

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Alkanes
Benzene
Metals
Chemical activation
Ligands
Alkylation
Hydrogen
Heating
pentane
benzyne

All Science Journal Classification (ASJC) codes

  • Inorganic Chemistry

Cite this

Arylation of hydrocarbyl ligands formed from n-alkanes through C-H bond activation of benzene using a triruthenium cluster. / Moriya, Makoto; Tahara, Atsushi; Takao, Toshiro; Suzuki, Hiroharu.

In: European Journal of Inorganic Chemistry, No. 23, 01.08.2009, p. 3393-3397.

Research output: Contribution to journalArticle

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