Synthesis of highly fluorescent helical quinolizinium salts by a Rh-catalyzed cyclotrimerization/C-H activation sequence
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388955%3A_____%2F25%3A00618283" target="_blank" >RIV/61388955:_____/25:00618283 - isvavai.cz</a>
Alternative codes found
RIV/00216208:11310/25:10500096
Result on the web
<a href="https://hdl.handle.net/11104/0365126" target="_blank" >https://hdl.handle.net/11104/0365126</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1039/d4cc06512c" target="_blank" >10.1039/d4cc06512c</a>
Alternative languages
Result language
angličtina
Original language name
Synthesis of highly fluorescent helical quinolizinium salts by a Rh-catalyzed cyclotrimerization/C-H activation sequence
Original language description
A series of helical quinolizinium salts were prepared utilizing Rh-catalyzed [2+2+2]cyclotrimerization and C-H activation processes as the crucial synthetic steps. The cyclotrimerization of appropriately substituted diynes with trimethylsilylethyne under Rh-catalyzed conditions provided the 1-arylisoquinolines in up to 61% isolated yields. Their Rh-catalyzed C-H activation/annulation with various aryl and alkyl disubstituted alkynes gave rise to [7]-helical quinolizinium salts in high isolated yields (up to 93%). Enantioselective C-H activation was also tried with asymmetric induction up to 62% ee. The respective boron and platinum complexes of 1-arylisoquinolines were prepared as well. All prepared compounds exhibit fluorescence in the orange-red light region (606-682 nm) with Phi Fs 28-99%.
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
10403 - Physical chemistry
Result continuities
Project
Result was created during the realization of more than one project. More information in the Projects tab.
Continuities
I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace
Others
Publication year
2025
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Name of the periodical
Chemical Communications
ISSN
1359-7345
e-ISSN
1364-548X
Volume of the periodical
61
Issue of the periodical within the volume
24
Country of publishing house
GB - UNITED KINGDOM
Number of pages
4
Pages from-to
4662-4665
UT code for WoS article
001413400400001
EID of the result in the Scopus database
2-s2.0-85217453690