Cycloiridated Helicenes as Chiral Catalysts in the Asymmetric Transfer Hydrogenation of Imines
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388963%3A_____%2F22%3A00561135" target="_blank" >RIV/61388963:_____/22:00561135 - isvavai.cz</a>
Alternative codes found
RIV/00216208:11310/22:10448845
Result on the web
<a href="https://doi.org/10.1021/acscatal.2c01816" target="_blank" >https://doi.org/10.1021/acscatal.2c01816</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1021/acscatal.2c01816" target="_blank" >10.1021/acscatal.2c01816</a>
Alternative languages
Result language
angličtina
Original language name
Cycloiridated Helicenes as Chiral Catalysts in the Asymmetric Transfer Hydrogenation of Imines
Original language description
The asymmetric synthesis of optically pure and conformationally locked oxabenzo[5]helicenes bearing pyridin-2-yl or isoquinolin-3-yl substituents and their transformation into the corresponding cycloiridated organometallics are described. These helically chiral Cp*IrIII(X)C,N-complexes (X = Cl, I) also contain a configurationally unstable pseudotetrahedral iridium center. This center undergoes epimerization at room temperature, and its relative stereochemistry, especially in the solid state, depends on the nature of the coordinated ligands. Cycloiridated helicenes were used in the asymmetric transfer hydrogenation of prochiral aromatic imines with formic acid/triethylamine to reach up to 96:4 er. It is assumed that the chirality transfer is controlled by the auxiliarynhelix rather than the IrIII stereogenic center of the chiral iridacycles.
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
—
OECD FORD branch
10401 - Organic chemistry
Result continuities
Project
<a href="/en/project/GA19-10144S" target="_blank" >GA19-10144S: Enantioselective catalysis under the control of helical chirality</a><br>
Continuities
I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace
Others
Publication year
2022
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Name of the periodical
ACS Catalysis
ISSN
2155-5435
e-ISSN
2155-5435
Volume of the periodical
12
Issue of the periodical within the volume
17
Country of publishing house
US - UNITED STATES
Number of pages
8
Pages from-to
10793-10800
UT code for WoS article
000851399600001
EID of the result in the Scopus database
2-s2.0-85137277486