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

A new [Ru(II)(η6-p-cymene)(1R,2R)-N-((1S,2S)-borneol-10-sulfonyl)-1,2-diphenylethylenediamine] catalyst for the asymmetric transfer hydrogenation of both 1-alkyl and 1-aryl dihydroisoquinolines has been isolated. For the first time in this type of reaction, the catalyst employs an N-alkylsulfonyl gr...

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Bibliographic Details
Published in:Catalysis communications 2013-06, Vol.36, p.67-70
Main Authors: Přech, Jan, Václavík, Jiří, Šot, Petr, Pecháček, Jan, Vilhanová, Beáta, Januščák, Jakub, Syslová, Kamila, Pažout, Richard, Maixner, Jaroslav, Zápal, Jakub, Kuzma, Marek, Kačer, Petr
Format: Article
Language:English
Subjects:
Asymmetric transfer hydrogenation
Dihydroisoquinoline
N-alkylsulfonyl
Ruthenium
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Summary:A new [Ru(II)(η6-p-cymene)(1R,2R)-N-((1S,2S)-borneol-10-sulfonyl)-1,2-diphenylethylenediamine] catalyst for the asymmetric transfer hydrogenation of both 1-alkyl and 1-aryl dihydroisoquinolines has been isolated. For the first time in this type of reaction, the catalyst employs an N-alkylsulfonyl group instead of N-arylsulfonyl. [Display omitted] •A new Ru catalyst for the asymmetric transfer hydrogenation of imines was isolated.•The catalyst applies an N-alkylsulfonyl ligand instead of the common N-arylsulfonyl.•The catalyst is able to reduce both 1-phenyl and 1-alkyl dihydroisoquinolines.•A crystal of the new catalyst was grown and characterized.
ISSN:1566-7367
1873-3905
DOI:10.1016/j.catcom.2013.03.004