Asymmetric Transfer Hydrogenation of 1-Aryl-3,4-Dihydroisoquinolines Using a Cp*Ir(TsDPEN) Complex
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388971%3A_____%2F17%3A00479232" target="_blank" >RIV/61388971:_____/17:00479232 - isvavai.cz</a>
Alternative codes found
RIV/61388963:_____/17:00479151 RIV/60461373:22310/17:43913569
Result on the web
<a href="http://dx.doi.org/10.1002/ejoc.201701094" target="_blank" >http://dx.doi.org/10.1002/ejoc.201701094</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1002/ejoc.201701094" target="_blank" >10.1002/ejoc.201701094</a>
Alternative languages
Result language
angličtina
Original language name
Asymmetric Transfer Hydrogenation of 1-Aryl-3,4-Dihydroisoquinolines Using a Cp*Ir(TsDPEN) Complex
Original language description
We report herein a simple alternative method for the asymmetric transfer hydrogenation (ATH) of 1-aryl-3,4-dihydroisoquinolines (1-Ar-DHIQs) that are known to be challenging substrates owing to their poor reactivity. The hydrogenation protocol employs the readily available Cp*Ir(TsDPEN) {where Cp* = pentamethylcyclopentadienyl and TsDPEN = (S,S)-HNCHPhCHPhNTs2-} catalytic complex, 2-propanol and HCOOH/triethylamine mixture as the solvent and hydrogen donor, and anhydrous phosphoric acid as an inexpensive additive. The series of examined substrates shows a favorable tolerance to various functional groups. Unlike 1-alkyl-DHIQs, where the enantiomeric excess (ee) starkly changes during the course of hydrogenation, 1-Ar-DHIQs exhibit a constant ee value, which makes the method practical and useful for the production of fine chemicals containing the 1,2,3,4-tetrahydroisoquinoline motif.
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
10606 - Microbiology
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
2017
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Name of the periodical
European Journal of Organic Chemistry
ISSN
1434-193X
e-ISSN
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Volume of the periodical
2017
Issue of the periodical within the volume
34
Country of publishing house
DE - GERMANY
Number of pages
4
Pages from-to
5131-5134
UT code for WoS article
000410792200017
EID of the result in the Scopus database
2-s2.0-85029528357