Competitive asymmetric transfer hydrogenation of 3,4-dihydroisoquinolines employing Noyori-Ikariya catalytic complexes
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388971%3A_____%2F18%3A00501216" target="_blank" >RIV/61388971:_____/18:00501216 - isvavai.cz</a>
Result on the web
<a href="http://dx.doi.org/10.1007/s11144-018-1387-z" target="_blank" >http://dx.doi.org/10.1007/s11144-018-1387-z</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1007/s11144-018-1387-z" target="_blank" >10.1007/s11144-018-1387-z</a>
Alternative languages
Result language
angličtina
Original language name
Competitive asymmetric transfer hydrogenation of 3,4-dihydroisoquinolines employing Noyori-Ikariya catalytic complexes
Original language description
Competitive asymmetric transfer hydrogenation (ATH) of three differently methoxy-substituted 1-methyl-3,4-dihydroisoquinolines (1-Me-DHIQs) was carried out to examine the differences in their reactivity with six ruthenium complexes of the Noyori-Ikariya type having the general formula [Ru(II)Cl(eta(6)-arene)(N-arylsulfonyl-DPEN)] (DPEN = 1,2-diphenylethylene-1,2-diamine). The reaction kinetics of two or three substrates at once was followed in situ by H-1 NMR spectroscopy. A method originally developed for heterogeneous catalysis was used to evaluate the experimental data, providing selectivities of the catalysts to the particular substrates and affinity of these substrates to the active site. The higher reaction rate was usually connected with both higher selectivity and affinity. However, in several cases, the opposite behavior was observed, pointing to a higher selectivity towards the less reactive substrate, which can inhibit the reaction due to its higher affinity. No competitive behavior was manifested in terms of enantioselectivity. As the structure of the Noyori-Ikariya catalytic complexes is highly variable and previous structure-activity studies have often been inconclusive, the presented method may aid in the disentanglement of the complex relationships important for rational catalyst design.
Czech name
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Czech description
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Classification
Type
J<sub>imp</sub> - Article in a specialist periodical, which is included in the Web of Science database
CEP classification
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OECD FORD branch
10406 - Analytical chemistry
Result continuities
Project
Result was created during the realization of more than one project. More information in the Projects tab.
Continuities
P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)
Others
Publication year
2018
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Name of the periodical
Reaction Kinetics Mechanism and Catalysis
ISSN
1878-5190
e-ISSN
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Volume of the periodical
124
Issue of the periodical within the volume
2
Country of publishing house
NL - THE KINGDOM OF THE NETHERLANDS
Number of pages
10
Pages from-to
701-710
UT code for WoS article
000438687600016
EID of the result in the Scopus database
2-s2.0-85043372376