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The Formation of Inherently Chiral Calix[4]quinolines by Doebner–Miller Reaction of Aldehydes and Aminocalixarenes

The result's identifiers

  • Result code in IS VaVaI

    <a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60461373%3A22310%2F22%3A43924480" target="_blank" >RIV/60461373:22310/22:43924480 - isvavai.cz</a>

  • Alternative codes found

    RIV/60461373:22810/22:43924480

  • Result on the web

    <a href="https://www.mdpi.com/1420-3049/27/23/8545" target="_blank" >https://www.mdpi.com/1420-3049/27/23/8545</a>

  • DOI - Digital Object Identifier

    <a href="http://dx.doi.org/10.3390/molecules27238545" target="_blank" >10.3390/molecules27238545</a>

Alternative languages

  • Result language

    angličtina

  • Original language name

    The Formation of Inherently Chiral Calix[4]quinolines by Doebner–Miller Reaction of Aldehydes and Aminocalixarenes

  • Original language description

    The formation of inherently chiral calix[4]arenes by the intramolecular cyclization approach suffers from a limited number of suitable substrates for these reactions. Here, we report an easy way to prepare one class of such compounds: calixquinolines, which can be obtained by the reaction of aldehydes with easily accessible aminocalix[4]arenes in acidic conditions (Doebner–Miller reaction). The synthetic procedure represents a very straightforward approach to the inherently chiral macrocyclic systems. The complexation studies revealed the ability of these compounds to complex quaternary ammonium salts with different stoichiometries depending on the guest molecules. At the same time, the ability of enantioselective complexation of chiral N-methylammonium salts was demonstrated. © 2022 by the authors.

  • 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

    <a href="/en/project/GA20-07833S" target="_blank" >GA20-07833S: New nanomaterials for anion separation</a><br>

  • Continuities

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

Others

  • Publication year

    2022

  • Confidentiality

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

Data specific for result type

  • Name of the periodical

    Molecules

  • ISSN

    1420-3049

  • e-ISSN

    1420-3049

  • Volume of the periodical

    27

  • Issue of the periodical within the volume

    23

  • Country of publishing house

    CH - SWITZERLAND

  • Number of pages

    14

  • Pages from-to

    nestrankovano

  • UT code for WoS article

    000896438600001

  • EID of the result in the Scopus database

    2-s2.0-85143616671