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Reactivity of phenoxathiin-based thiacalixarenes towards C-nucleophiles

The result's identifiers

  • Result code in IS VaVaI

    <a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60461373%3A22310%2F24%3A43929359" target="_blank" >RIV/60461373:22310/24:43929359 - isvavai.cz</a>

  • Alternative codes found

    RIV/60461373:22810/24:43929359

  • Result on the web

    <a href="https://pubs.rsc.org/en/content/articlelanding/2024/ra/d4ra02524e" target="_blank" >https://pubs.rsc.org/en/content/articlelanding/2024/ra/d4ra02524e</a>

  • DOI - Digital Object Identifier

    <a href="http://dx.doi.org/10.1039/d4ra02524e" target="_blank" >10.1039/d4ra02524e</a>

Alternative languages

  • Result language

    angličtina

  • Original language name

    Reactivity of phenoxathiin-based thiacalixarenes towards C-nucleophiles

  • Original language description

    A starting thiacalix[4]arene can be easily transformed into oxidized phenoxathiin-based macrocycles 9 and 9′, representing an unusual structural motif in calixarene chemistry. The presence of electron-withdrawing groups (SO2, SO) and the considerable internal strain caused by the condensed heterocyclic moiety render these molecules susceptible to nucleophilic attack. The reaction with various organolithium reagents provides a number of different products resulting from the cleavage of either the calixarene skeleton or the phenoxathiin group or both ways simultaneously. This enables the preparation of thiacalixarene analogues with unusual structural features, including systems containing a biphenyl fragment as a part of the macrocyclic skeleton. The above-described transformations, unparalleled in classical calixarene chemistry, clearly demonstrate the synthetic potential of this thiacalixarene subgroup. © 2024 The Royal Society of Chemistry

  • Czech name

  • Czech description

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

    10401 - Organic chemistry

Result continuities

  • Project

    Result was created during the realization of more than one project. More information in the Projects tab.

  • Continuities

    P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)

Others

  • Publication year

    2024

  • Confidentiality

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

Data specific for result type

  • Name of the periodical

    RSC Advances

  • ISSN

    2046-2069

  • e-ISSN

    2046-2069

  • Volume of the periodical

    14

  • Issue of the periodical within the volume

    19

  • Country of publishing house

    GB - UNITED KINGDOM

  • Number of pages

    11

  • Pages from-to

    13463-13473

  • UT code for WoS article

    001208006300001

  • EID of the result in the Scopus database

    2-s2.0-85191304096