A facile route to ruthenium-carbene complexes and their application in furfural hydrogenation

Z. Strassberger, M. Mooijman, E. Ruijter, A.H. Alberts, C. de Graaff, R.V.A. Orru, G. Rothenberg

Research output: Contribution to JournalArticleAcademicpeer-review

Abstract

A number of new N-heterocyclic carbene (NHC) ligands were synthesized via a multicomponent reaction, wherein an aldehyde or ketone, a primary amine and an a-acidic isocyanide were reacted, giving the corresponding 2H-2-imidazolines. These were easily alkylated with an alkyl halide at position N-3, yielding the final NHC precursors, that were then complexed with Ru in situ. The resulting complexes are shown to be active and selective catalysts for the transfer hydrogenation of furfural to furfurol, using isopropanol as the hydrogen source. Importantly, the carbene ligand remains coordinated to the ruthenium center throughout the reaction. Copyright © 2009 John Wiley & Sons, Ltd.
Original languageEnglish
Pages (from-to)142-146
Number of pages5
JournalApplied Organometallic Chemistry
Volume24
Issue number2
DOIs
Publication statusPublished - 2010

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Furaldehyde
Ruthenium
Hydrogenation
Ligands
2-Propanol
Cyanides
Ketones
Aldehydes
Amines
Hydrogen
Catalysts
carbene

Cite this

Strassberger, Z. ; Mooijman, M. ; Ruijter, E. ; Alberts, A.H. ; de Graaff, C. ; Orru, R.V.A. ; Rothenberg, G. / A facile route to ruthenium-carbene complexes and their application in furfural hydrogenation. In: Applied Organometallic Chemistry. 2010 ; Vol. 24, No. 2. pp. 142-146.
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abstract = "A number of new N-heterocyclic carbene (NHC) ligands were synthesized via a multicomponent reaction, wherein an aldehyde or ketone, a primary amine and an a-acidic isocyanide were reacted, giving the corresponding 2H-2-imidazolines. These were easily alkylated with an alkyl halide at position N-3, yielding the final NHC precursors, that were then complexed with Ru in situ. The resulting complexes are shown to be active and selective catalysts for the transfer hydrogenation of furfural to furfurol, using isopropanol as the hydrogen source. Importantly, the carbene ligand remains coordinated to the ruthenium center throughout the reaction. Copyright {\circledC} 2009 John Wiley & Sons, Ltd.",
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A facile route to ruthenium-carbene complexes and their application in furfural hydrogenation. / Strassberger, Z.; Mooijman, M.; Ruijter, E.; Alberts, A.H.; de Graaff, C.; Orru, R.V.A.; Rothenberg, G.

In: Applied Organometallic Chemistry, Vol. 24, No. 2, 2010, p. 142-146.

Research output: Contribution to JournalArticleAcademicpeer-review

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AB - A number of new N-heterocyclic carbene (NHC) ligands were synthesized via a multicomponent reaction, wherein an aldehyde or ketone, a primary amine and an a-acidic isocyanide were reacted, giving the corresponding 2H-2-imidazolines. These were easily alkylated with an alkyl halide at position N-3, yielding the final NHC precursors, that were then complexed with Ru in situ. The resulting complexes are shown to be active and selective catalysts for the transfer hydrogenation of furfural to furfurol, using isopropanol as the hydrogen source. Importantly, the carbene ligand remains coordinated to the ruthenium center throughout the reaction. Copyright © 2009 John Wiley & Sons, Ltd.

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