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

• Published in: Catalysis letters Vol. 143; no. 6; pp. 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: Journal Article
• Language: English
• Published: Boston Springer US 01.06.2013; Springer; Springer Nature B.V
• 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; NMR; Kinetics; Imines; ATH; Bader; Structure effect; Transition element complexes; Hydrocarbon; Molecular structure; NMR spectrometry; Imine; Hydrogenation; Cymene; Benzenic compound; Ruthenium complex
• ISSN: 1011-372X; 1572-879X
• DOI: 10.1007/s10562-013-0996-4

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