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Regioselective FriedeleCrafts acylation of calix[4]arenes

The result's identifiers

  • Result code in IS VaVaI

    <a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60461373%3A22310%2F15%3A43900031" target="_blank" >RIV/60461373:22310/15:43900031 - isvavai.cz</a>

  • Result on the web

    <a href="http://dx.doi.org/10.1016/j.tet.2015.02.021" target="_blank" >http://dx.doi.org/10.1016/j.tet.2015.02.021</a>

  • DOI - Digital Object Identifier

    <a href="http://dx.doi.org/10.1016/j.tet.2015.02.021" target="_blank" >10.1016/j.tet.2015.02.021</a>

Alternative languages

  • Result language

    angličtina

  • Original language name

    Regioselective FriedeleCrafts acylation of calix[4]arenes

  • Original language description

    Friedel-Crafts acylation of 25,27-dialkoxycalix[4]arenes has been studied. Direct acylation of de-tert-butylated calixarene using acyl chlorides and AlCl3 in 1,2-dichloroethane provided the corresponding diacyl derivatives regioselectively in high yields. Furthermore, ipso-substitution in the tert-butylated series under the same reaction conditions is possible, albeit in lower yields. As indicated by the unsuccessful application of this chemistry to O-acyl derivatives, the ipso-acylation reaction of calix[4]arenes proceeds by direct attack at the upper rim and not by a Fries rearrangement mechanism. (C) 2015 Elsevier Ltd. All rights reserved.

  • Czech name

  • Czech description

Classification

  • Type

    J<sub>x</sub> - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)

  • CEP classification

    CC - Organic chemistry

  • OECD FORD branch

Result continuities

  • Project

    <a href="/en/project/GA13-21704S" target="_blank" >GA13-21704S: Electrochemically active calix[4]arenes and their use for preparation of new receptors and (bio)sensors</a><br>

  • Continuities

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

Others

  • Publication year

    2015

  • Confidentiality

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

Data specific for result type

  • Name of the periodical

    Tetrahedron

  • ISSN

    0040-4020

  • e-ISSN

  • Volume of the periodical

    71

  • Issue of the periodical within the volume

    13

  • Country of publishing house

    IE - IRELAND

  • Number of pages

    7

  • Pages from-to

    1959-1965

  • UT code for WoS article

    000352747900008

  • EID of the result in the Scopus database