Molecular Structure Effects in the Asymmetric Transfer Hydrogenation of Functionalized Dihydroisoquinolines on (S,S)-[RuCl(η6-p-cymene)TsDPEN]

The asymmetric transfer hydrogenation of five dihydroisoquinolines (DHIQs) was studied by NMR spectroscopy. The DHIQs differed by substitution with methoxy groups, which had a significant effect upon the reaction performance in terms of reaction rate and enantioselectivity. The differences are most...

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Bibliographic Details
Published in:Catalysis letters 2013-06, Vol.143 (6), p.555-562
Main Authors: Václavík, Jiří, Pecháček, Jan, Vilhanová, Beáta, Šot, Petr, Januščák, Jakub, Matoušek, Václav, Přech, Jan, Bártová, Simona, Kuzma, Marek, Kačer, Petr
Format: Article
Language:English
Subjects:
Basicity
Catalysis
Chemistry
Chemistry and Materials Science
Enantiomers
Exact sciences and technology
General and physical chemistry
Hydrogenation
Industrial Chemistry/Chemical Engineering
Molecular structure
NMR spectroscopy
Organometallic Chemistry
Physical Chemistry
Substitution reactions
Theory of reactions, general kinetics. Catalysis. Nomenclature, chemical documentation, computer chemistry
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Summary:The asymmetric transfer hydrogenation of five dihydroisoquinolines (DHIQs) was studied by NMR spectroscopy. The DHIQs differed by substitution with methoxy groups, which had a significant effect upon the reaction performance in terms of reaction rate and enantioselectivity. The differences are most probably related to the basicity of DHIQs. Graphical Abstract
ISSN:1011-372X
1572-879X
DOI:10.1007/s10562-013-0996-4