The role of the aromatic ligand in the asymmetric transfer hydrogenation of the C=N bond on Noyori’s chiral Ru catalysts was written by Sot, Petr;Vilhanova, Beata;Pechacek, Jan;Vaclavik, Jiri;Zapal, Jakub;Kuzma, Marek;Kacer, Petr. And the article was included in Tetrahedron: Asymmetry in 2014.Application of 52250-50-7 This article mentions the following:
Only four types of dimeric precursors [RuCl2(畏6-arene)]2 for the synthesis of Noyori’s half sandwich diamine catalysts [RuCl(TsDPEN)(畏6-arene)] are com. available, yet so far no study has tried to systematically evaluate how these systems perform during an asym. transfer hydrogenation of various 3,4-dihydroisoquinolines (i.e., the typical substrates for Noyori asym. transfer hydrogenation benchmarks). Experiments combined with mol. modeling allowed us to assess their properties and formulate a hypothesis clarifying the difference in enantioselectivity of these systems. The synthesis of the target compounds was achieved using [N-[(1S,2S)-2-(amino-魏N)-1,2-diphenylethyl]-4-methylbenzenesulfonamidato-魏N](畏6-benzene)(chloro)ruthenium and related catalysts, [N-[(1S,2S)-2-(amino-魏N)-1,2-diphenylethyl]-4-methylbenzenesulfonamidato-魏N]chloro[(1,2,3,4,5,6-畏)-1,3,5-trimethylbenzene]ruthenium, [N-[(1S,2S)-2-(amino-魏N)-1,2-diphenylethyl]-4-methylbenzenesulfonamidato-魏N]chloro[(1,2,3,4,5,6-畏)-1-methyl-4-(1-methylethyl)benzene]ruthenium and [N-[(1S,2S)-2-(amino-魏N)-1,2-diphenylethyl]-4-methylbenzenesulfonamidato-魏N]chloro[(1,2,3,4,5,6-畏)-1,2,3,4,5,6-hexamethylbenzene]ruthenium. Starting materials included 3,4-dihydro-6,7-dimethoxy-1-(methyl)isoquinoline, 3,4-dihydro-1-(phenyl)isoquinoline. The enantiomeric excess of products was determined after derivatization with carbonochloridic acid (1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl ester [(-)-menthyl chloroformate]. The title compounds thus formed included 3,4-dihydro-2(1H)-isoquinolinecarboxylic acid (1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl ester derivatives In the experiment, the researchers used many compounds, for example, 1-Phenyl-3,4-dihydroisoquinoline (cas: 52250-50-7Application of 52250-50-7).
1-Phenyl-3,4-dihydroisoquinoline (cas: 52250-50-7) belongs to isoquinoline derivatives. Quinoline is a mancude organic heterobicyclic parent, an azaarene, an ortho-fused heteroarene and a member of isoquinolines. Isoquinoline-type alkaloids show biological activities similar to those of morphinane-, protoberberine-, and benzophenanthridine-type alkaloids.Application of 52250-50-7
Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem