Asymmetric transfer hydrogenation of 1-phenyl dihydroisoquinolines using Ru(II) diamine catalysts

0425836 - MBÚ 2014 RIV NL eng J - Journal Article
Přech, J. - Václavík, J. - Šot, P. - Pecháček, J. - Vilhanová, B. - Januščák, J. - Syslová, K. - Pažout, R. - Maixner, J. - Zápal, Jakub - Kuzma, Marek - Kačer, P.
Asymmetric transfer hydrogenation of 1-phenyl dihydroisoquinolines using Ru(II) diamine catalysts.
Catalysis Communication. Roč. 36, JUN 2013 (2013), s. 67-70. ISSN 1566-7367. E-ISSN 1873-3905
R&D Projects: GA ČR GA104/09/1497; GA ČR GAP106/12/1276
Institutional support: RVO:61388971
Keywords : Asymmetric transfer hydrogenation * N-alkylsulfonyl * Dihydroisoquinoline
Subject RIV: CA - Inorganic Chemistry
Impact factor: 3.320, year: 2013

We present, to the best of our knowledge, the first parametric study of the asymmetric transfer hydrogenation of imines catalyzed by a Noyori-type catalytic complex based on ruthenium. A model imine for this study was 1-methyl-3,4-dihydroisoquinoline, and a well-known complex RuCl(eta(6)-p-cymene)((1S,2S)-N-p-toluenesulfonyl-1,2-diphenylethylenediamine) was chosen as the model catalyst. The reactions were performed in the presence of a formic acid-triethylamine mixture as the source of hydrogen. The parameters examined include general parameters, for example, concentration, temperature, and substrate-to-catalyst molar ratio, as well as parameters specific to this particular reaction, such as the amount of the hydrogenation mixture used, the ratio of its components, or the inhibitive effect of carbon dioxide. During this study, several unexpected parameters worth further investigation have emerged.
Permanent Link: http://hdl.handle.net/11104/0231630