Synthesis of Thiacalix[4]arene Skeleton by the Conjugate Addition of Benzoquinone
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388955%3A_____%2F25%3A00635752" target="_blank" >RIV/61388955:_____/25:00635752 - isvavai.cz</a>
Alternative codes found
RIV/60461373:22310/25:43932852 RIV/60461373:22340/25:43932852 RIV/60461373:22810/25:43932852
Result on the web
<a href="https://hdl.handle.net/11104/0366782" target="_blank" >https://hdl.handle.net/11104/0366782</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1021/acs.joc.5c00405" target="_blank" >10.1021/acs.joc.5c00405</a>
Alternative languages
Result language
angličtina
Original language name
Synthesis of Thiacalix[4]arene Skeleton by the Conjugate Addition of Benzoquinone
Original language description
Macrocyclic systems having a thiacalix[4]arene-like structure with four bridging sulfur atoms can be easily constructed using benzoquinone and dithiol-based building blocks. The conjugate addition of benzene-1,3-dithiol with two equivalents of 2,6-dimethylbenzoquinone afforded the corresponding hydroquinone trimer, which, after oxidation to benzoquinone, undergoes a final macrocyclization with another benzene-1,3-dithiol molecule. The whole sequence represents a new strategy for the synthesis of macrocycles based on thiacalix[4]arenes. The conformational behavior of these macrocycles was studied using nuclear magnetic resonance and X-ray analyses, and their basic redox properties were investigated with electrochemical methods.
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
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
Journal of Organic Chemistry
ISSN
0022-3263
e-ISSN
1520-6904
Volume of the periodical
90
Issue of the periodical within the volume
18
Country of publishing house
US - UNITED STATES
Number of pages
10
Pages from-to
6294-6303
UT code for WoS article
001479253900001
EID of the result in the Scopus database
2-s2.0-105003975001