The Unexpected Chemistry of Thiacalix[4]arene Monosulfoxide

Result code in IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60461373%3A22310%2F23%3A43927774" target="_blank" >RIV/60461373:22310/23:43927774 - isvavai.cz</a>

Alternative codes found

RIV/60461373:22810/23:43927774

Result on the web

<a href="https://www.mdpi.com/1420-3049/28/9/3914" target="_blank" >https://www.mdpi.com/1420-3049/28/9/3914</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.3390/molecules28093914" target="_blank" >10.3390/molecules28093914</a>

Result language

angličtina

Original language name

The Unexpected Chemistry of Thiacalix[4]arene Monosulfoxide

Original language description

Thiacalix[4]arene monosulfoxide 4 possesses a very unusual chemistry, as demonstrated by several unprecedented derivatives in calixarene chemistry. Interestingly, compound 4 cannot be prepared by the dealkylation of its corresponding tetramethoxy derivative using BBr3. Instead, the borate complex is formed with a boron bound by the two neighboring phenolic oxygens and a sulfoxide group. A similar type of borate complex with a spirodienone fragment was then isolated as a by-product. The oxidation of monosulfoxide with Chloramine-T did not provide the expected spirodienone moiety, but rather a complex oxathiane-based spiroheterocyclic part containing a chlorine atom. X-ray analyses confirmed the structures of the unusual products and feasible formation mechanisms were proposed. These results provide further evidence of the distinction between thiacalixarene chemistry and the chemistry of classical CH2 analogues. © 2023 by the authors.

Czech name

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Czech description

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Type

J_imp - 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

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)

Publication year

2023

Confidentiality

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Name of the periodical

MOLECULES

ISSN

1420-3049

e-ISSN

1420-3049

Volume of the periodical

28

Issue of the periodical within the volume

9

Country of publishing house

LT - LITHUANIA

Number of pages

17

Pages from-to

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UT code for WoS article

000986784000001

EID of the result in the Scopus database

2-s2.0-85159329816