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  Homogeneous Catalytic Hydrogenation of Amides to Amines

Coetzee, J., Dodds, D. L., Klankermayer, J., Brosinski, S., Leitner, W., Slawin, A. M. Z., et al. (2013). Homogeneous Catalytic Hydrogenation of Amides to Amines. Chemistry - A European Journal, 19(33), 11039-11050. doi:10.1002/chem.201204270.

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chem_201204270_sm_miscellaneous_information.pdf (Ergänzendes Material), 3MB
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2013
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Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim
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 Urheber:
Coetzee, Jacorien1, Autor
Dodds, Deborah L.1, Autor
Klankermayer, Jürgen2, Autor
Brosinski, Sandra2, Autor
Leitner, Walter2, 3, Autor           
Slawin, Alexandra M. Z.1, Autor
Cole-Hamilton, David J.1, Autor
Affiliations:
1EastChem, School of Chemistry North Haugh, University of St. Andrews, St. Andrews, Fife, KY16 9ST, Scotland (UK), ou_persistent22              
2Institut für Technische und Makromolekulare Chemie RWTH Aachen University, Worringerweg 1 52074 Aachen (Germany), ou_persistent22              
3Service Department Leitner (Technical Labs), Max-Planck-Institut für Kohlenforschung, Max Planck Society, ou_1445626              

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Schlagwörter: amide hydrogenation · amines · catalysis · homogeneous catalysis · ruthenium
 Zusammenfassung: Hydrogenation of amides in the presence of [Ru(acac)3] (acacH=2,4-pentanedione), triphos [1,1,1-tris- (diphenylphosphinomethyl)ethane] and methanesulfonic acid (MSA) produces secondary and tertiary amines with selectivities as high as 93 % provided that there is at least one aromatic ring on N. The system is also active for the synthesis of primary amines. In an attempt to probe the role of MSA and the mechanism of the reaction, a range of methanesulfonato complexes has been prepared from [Ru(acac)3], triphos and MSA, or from reactions of [RuX(OAc)(triphos)] (X=H or OAc) or [RuH2(CO)(triphos)] with MSA. Crystallographically characterised complexes include: [Ru(OAc-κ1O)2(H2O)(triphos)], [Ru(OAc-κ2O,O′)(CH3SO31O)(triphos)], [Ru(CH3SO31O)2(H2O)(triphos)] and [Ru2(μ-CH3SO3)3(triphos)2][CH3SO3], whereas other complexes, such as [Ru(OAc-κ1O)(OAc-κ2O,O′)(triphos)], [Ru(CH3SO31O)(CH3SO32O,O′)(triphos)], H[Ru(CH3SO31O)3(triphos)], [RuH(CH3SO31O)(CO)(triphos)] and [RuH(CH3SO32O,O′)(triphos)] have been characterised spectroscopically. The interactions between these various complexes and their relevance to the catalytic reactions are discussed.

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Sprache(n): eng - English
 Datum: 2013-05-032012-11-302013-06-212013-08-12
 Publikationsstatus: Erschienen
 Seiten: 12
 Ort, Verlag, Ausgabe: -
 Inhaltsverzeichnis: -
 Art der Begutachtung: Expertenbegutachtung
 Identifikatoren: DOI: 10.1002/chem.201204270
 Art des Abschluß: -

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Titel: Chemistry - A European Journal
  Andere : Chem. Eur. J.
Genre der Quelle: Zeitschrift
 Urheber:
Affiliations:
Ort, Verlag, Ausgabe: Weinheim, Germany : VCH Verlagsgesellschaft
Seiten: 12 Band / Heft: 19 (33) Artikelnummer: - Start- / Endseite: 11039 - 11050 Identifikator: ISSN: 0947-6539
CoNE: https://pure.mpg.de/cone/journals/resource/954926979058