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Structure elucidation of phenoxathiin-based thiacalix[4]arene conformations using NOE and RDC data

The result's identifiers

  • Result code in IS VaVaI

    <a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60461373%3A22310%2F18%3A43916444" target="_blank" >RIV/60461373:22310/18:43916444 - isvavai.cz</a>

  • Alternative codes found

    RIV/60461373:22810/18:43916444

  • Result on the web

    <a href="https://reader.elsevier.com/reader/sd/pii/S0040402018300425?token=F0071DFA124CF5169CAFF112E9AE7ACA2E0D18378AF1AD4255DD86C0BB195B4D8394F928BD5ACAA5EB14E140B4BED0B3" target="_blank" >https://reader.elsevier.com/reader/sd/pii/S0040402018300425?token=F0071DFA124CF5169CAFF112E9AE7ACA2E0D18378AF1AD4255DD86C0BB195B4D8394F928BD5ACAA5EB14E140B4BED0B3</a>

  • DOI - Digital Object Identifier

    <a href="http://dx.doi.org/10.1016/j.tet.2018.01.020" target="_blank" >10.1016/j.tet.2018.01.020</a>

Alternative languages

  • Result language

    angličtina

  • Original language name

    Structure elucidation of phenoxathiin-based thiacalix[4]arene conformations using NOE and RDC data

  • Original language description

    Phenoxathiin-based thiacalix[4]arene, obtained by the acid-catalysed rearrangement of the corresponding spirodienone derivative, was immobilized using the alkylation with chloroacetonitrile to yield three (out of four theoretically possible) stereoisomers. As the conformational outcome of the reaction could not be unambiguously assigned using standard NMR techniques, the method of Residual Dipolar Coupling constants (RDCs) was applied. The measuring of an anisotropic through-space dipole-dipole interactions in the lyotropic liquid crystalline alignment medium (PELG, poly-gamma-ethyl-L-glutamate, and PBLG, poly-gamma-benzyl-L-glutamate) enabled the assignment of the individual conformers. The usefulness of this approach was finally confirmed by the X-ray crystallography data. (C) 2018 Elsevier Ltd. All rights reserved.

  • 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/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

    2018

  • 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

    74

  • Issue of the periodical within the volume

    8

  • Country of publishing house

    US - UNITED STATES

  • Number of pages

    6

  • Pages from-to

    902-907

  • UT code for WoS article

    000425197700014

  • EID of the result in the Scopus database