Catalytic ionic hydrogenation of ketones by {[Cp*Ru(CO) 2]2(μ-H)}+

Paul J. Fagan, Mark H. Voges, R Morris Bullock

Research output: Contribution to journalArticle

24 Citations (Scopus)

Abstract

{[Cp*Ru(CO)2]2(μ-H)}̄OTf̄ functions as a homogeneous catalyst precursor for hydrogenation of ketones to alcohols, with hydrogenations at 1 mol % catalyst loading at 90 °C under H2 (820 psi) proceeding to completion and providing > 90% yields. Hydrogenation of methyl levulinate generates y-valerolactone, presumably by ring-closing of the initially formed alcohol with the methyl ester. Experiments in neat Et2C=O show that the catalyst loading can be <0.1 mol % and that at least 1200 turnovers of the catalyst can be obtained. These reactions are proposed to proceed by an ionic hydrogenation pathway, with the highly acidic dihydrogen complex [Cp*Ru(CO)22- H2)]̄OTf being formed under the reaction conditions from reaction of H2 with [[Cp*Ru(CO)2] 2(μ-H)+OTf̄.

Original languageEnglish
Pages (from-to)1045-1048
Number of pages4
JournalOrganometallics
Volume29
Issue number4
DOIs
Publication statusPublished - Feb 22 2010

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Carbon Monoxide
Ketones
ketones
Hydrogenation
hydrogenation
catalysts
Catalysts
alcohols
Alcohols
closing
esters
Esters
rings
Experiments

ASJC Scopus subject areas

  • Organic Chemistry
  • Physical and Theoretical Chemistry
  • Inorganic Chemistry

Cite this

Catalytic ionic hydrogenation of ketones by {[Cp*Ru(CO) 2]2(μ-H)}+ . / Fagan, Paul J.; Voges, Mark H.; Bullock, R Morris.

In: Organometallics, Vol. 29, No. 4, 22.02.2010, p. 1045-1048.

Research output: Contribution to journalArticle

Fagan, Paul J. ; Voges, Mark H. ; Bullock, R Morris. / Catalytic ionic hydrogenation of ketones by {[Cp*Ru(CO) 2]2(μ-H)}+ . In: Organometallics. 2010 ; Vol. 29, No. 4. pp. 1045-1048.
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