Selective oxidation of thiacalix[4]arene (cone) to all corresponding sulfoxides
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60461373%3A22810%2F16%3A43902664" target="_blank" >RIV/60461373:22810/16:43902664 - isvavai.cz</a>
Alternative codes found
RIV/60461373:22310/16:43902664
Result on the web
<a href="http://dx.doi.org/10.1016/j.tetlet.2016.07.022" target="_blank" >http://dx.doi.org/10.1016/j.tetlet.2016.07.022</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1016/j.tetlet.2016.07.022" target="_blank" >10.1016/j.tetlet.2016.07.022</a>
Alternative languages
Result language
angličtina
Original language name
Selective oxidation of thiacalix[4]arene (cone) to all corresponding sulfoxides
Original language description
An upper rim unsubstituted thiacalix[4]arene immobilised in the cone conformation was regioselectively oxidized to give all possible sulfoxide isomers using NaBO3 center dot 4H(2)O as the oxidizing reagent. Single crystal X-ray analysis undoubtedly assigned the stereochemistry of the sulfoxide group with the oxygen atom pointing toward the upper rim of the thiacalix[4]arene. As revealed by dynamic H-1 NMR, the presence of the sulfoxide groups has dramatic consequences on the conformational behavior of the thiacalix[4]arenes. Namely, that the number of sulfoxide groups is inversely proportional to the Delta G barrier of the pinched cone-pinched cone equilibrium as determined by Delta G values 45.4 kJ/mol for monosulfoxide 5 and Delta G <32 kJ/mol for tetrasulfoxide 9.
Czech name
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Czech description
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Classification
Type
J<sub>x</sub> - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)
CEP classification
CC - Organic chemistry
OECD FORD branch
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Result continuities
Project
<a href="/en/project/GA15-17572S" target="_blank" >GA15-17572S: Calix[4]arene/C-oligosaccharide glycoclusters design for improved selectivity of interactions with lectins</a><br>
Continuities
P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)
Others
Publication year
2016
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Name of the periodical
Tetrahedron Letters
ISSN
0040-4039
e-ISSN
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Volume of the periodical
57
Issue of the periodical within the volume
33
Country of publishing house
US - UNITED STATES
Number of pages
4
Pages from-to
3781-3784
UT code for WoS article
000381536700025
EID of the result in the Scopus database
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