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Spectroscopic study on enantiomeric Ni(II) complexes of porphyrin-porphyrin Tröger's base and porphyrin-chlorin spiro-Tröger's base derivatives supported by DFT calculations

The result's identifiers

  • Result code in IS VaVaI

    <a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60461373%3A22340%2F24%3A43928853" target="_blank" >RIV/60461373:22340/24:43928853 - isvavai.cz</a>

  • Result on the web

    <a href="https://doi.org/10.1016/j.saa.2024.124308" target="_blank" >https://doi.org/10.1016/j.saa.2024.124308</a>

  • DOI - Digital Object Identifier

    <a href="http://dx.doi.org/10.1016/j.saa.2024.124308" target="_blank" >10.1016/j.saa.2024.124308</a>

Alternative languages

  • Result language

    angličtina

  • Original language name

    Spectroscopic study on enantiomeric Ni(II) complexes of porphyrin-porphyrin Tröger's base and porphyrin-chlorin spiro-Tröger's base derivatives supported by DFT calculations

  • Original language description

    The chiral properties of nickel(II) complexes of porphyrin-porphyrin Tröger&apos;s base and porphyrin-chlorin spiro-Tröger&apos;s base with phenyl or 3-methoxyphenyl substitutions in their meso-positions were studied. Enantioseparation of racemic mixtures was investigated via high-performance liquid chromatography (HPLC) on an analytical ReproSil Chiral-NR column. The optimal conditions were utilized for a multimilligram scale isolation with a semipreparative column. The purity of the isolated enantiomers was determined by HPLC and UV–Vis spectroscopy. The absolute configurations of the isolated enantiomers were determined by evaluating the Cotton effect in electronic circular dichroism spectra. The determination was supported by TDDFT calculations, in which good agreement was achieved between the experimental and simulated spectra. The maximum molar ellipticity values, [θ]λmax given in deg ∙ cm2 ∙ dmol−1, were [θ]435 = 1.73 ∙ 107 for phenyl spiroTB and [θ]436 = 1.24 ∙ 107 and [θ]436 = 2.15 ∙ 107 for 3-methoxyphenyl TB and spiroTB, respectively.

  • 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/LTAUSA19065" target="_blank" >LTAUSA19065: Exploration of properties and preparation of metalloporfyrin derivatives of Tröger’s, spiro-Tröger’s, and oligo-Tröger’s bases</a><br>

  • Continuities

    P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)<br>S - Specificky vyzkum na vysokych skolach

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

    SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY

  • ISSN

    1386-1425

  • e-ISSN

    1873-3557

  • Volume of the periodical

    316

  • Issue of the periodical within the volume

    5 August 2024

  • Country of publishing house

    GB - UNITED KINGDOM

  • Number of pages

    7

  • Pages from-to

  • UT code for WoS article

    001217017600001

  • EID of the result in the Scopus database

    2-s2.0-85190942811