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166591-85-1, One of the major reasons for studying chemical kinetics is to use measurements of the macroscopic properties of a system, such as the rate of change in the concentration of reactants or products with time.In a article, authors is Maris, Mihaela, mentioned the application of 166591-85-1, Name is 2-(tert-Butoxycarbonyl)-1,2,3,4-tetrahydroisoquinoline-1-carboxylic acid, molecular formula is C15H19NO4

On the role of modifier structure in the palladium-catalyzed enantioselective hydrogenation of furan-2-carboxylic acid

Enantioselective hydrogenation of the aromatic ring of furancarboxylic acids is an important new application of cinchona-modified palladium as there is no synthetically useful method yet available for this transformation. Here we report a mechanistic investigation of the hydrogenation of furan-2-carboxylic acid. The 5 wt.% Pd/Al2O3 catalyst was chirally modified by cinchonidine (CD) derivatives, (R)-1-(1-naphthyl)ethylamine derivatives, and (R)-1-(1-naphthyl)-ethanol. Variation of the structure of the modifiers revealed that the major requirement an efficient chiral modifier has to fulfill is the presence of a basic N and an OH function. The relative position of the two functional groups and the acidity (proton donor ability) of the OH group are not critical as indicated by the similar efficiency of 1,2- and 1,3-amino alcohols and amino phenols. The enantioselection is attributed to the formation of a cyclic, 2:1 acid:modifier complex that adsorbs close to parallel to the Pd surface via pi-bonding of the aromatic rings of substrate and modifier. The model can interpret also the effect of a strong acid additive. The poor performance of amine type modifiers is attributed to the formation of too flexible, acyclic structures.

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Reference£º
Tetrahydroisoquinoline – Wikipedia,
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem