Nucleophile-induced transformation of phenoxathiin-based thiacalixarenes
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60461373%3A22310%2F21%3A43923444" target="_blank" >RIV/60461373:22310/21:43923444 - isvavai.cz</a>
Alternative codes found
RIV/60461373:22810/21:43923444
Result on the web
<a href="https://pubs.rsc.org/en/content/articlepdf/2021/ob/d1ob01487k" target="_blank" >https://pubs.rsc.org/en/content/articlepdf/2021/ob/d1ob01487k</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1039/d1ob01487k" target="_blank" >10.1039/d1ob01487k</a>
Alternative languages
Result language
angličtina
Original language name
Nucleophile-induced transformation of phenoxathiin-based thiacalixarenes
Original language description
Oxidized phenoxathiin-based macrocycles, easily accessible thiacalix[4]arene derivatives, consist of a unique set of structural elements representing a key prerequisite for the unexpected reactivity described in this paper. As proposed, the internal strain, imposed by the presence of a heterocyclic moiety, together with a number of electron-withdrawing groups (SO2) opens the way to the cleavage of the macrocyclic skeleton through a cascade of three SNAr reactions triggered by the nucleophilic attack of an SH- anion. The whole transformation, which is unparalleled in classical calixarene chemistry, leads to unique linear sulfinic acid derivatives with a rearranged phenoxathiin moiety that can serve as building blocks for macrocyclic systems of a new type.
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
10401 - Organic chemistry
Result continuities
Project
<a href="/en/project/GA20-08667S" target="_blank" >GA20-08667S: Chemistry of phenoxathiin-based thicalixarenes and related compounds</a><br>
Continuities
P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)
Others
Publication year
2021
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Name of the periodical
Organic and Biomolecular Chemistry
ISSN
1477-0520
e-ISSN
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Volume of the periodical
19
Issue of the periodical within the volume
37
Country of publishing house
GB - UNITED KINGDOM
Number of pages
11
Pages from-to
8075-8085
UT code for WoS article
000692769100001
EID of the result in the Scopus database
2-s2.0-85115949633