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Substituted 2,4,4,6-tetraphenyl-4H-selenopyrans: preparation, photocolouration and 4H-selenopyran ring geometry; an X-ray and DFT calculation study

The result's identifiers

  • Result code in IS VaVaI

    <a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60461373%3A22340%2F02%3A00006483" target="_blank" >RIV/60461373:22340/02:00006483 - isvavai.cz</a>

  • Alternative codes found

    RIV/60461373:22310/02:00006483

  • Result on the web

  • DOI - Digital Object Identifier

Alternative languages

  • Result language

    angličtina

  • Original language name

    Substituted 2,4,4,6-tetraphenyl-4H-selenopyrans: preparation, photocolouration and 4H-selenopyran ring geometry; an X-ray and DFT calculation study

  • Original language description

    1,5-Diaryl-3,3-diphenylpentane-1,5-diones 3a-d react with Al2Se3-HCl-AcOH reagent to give the 2,6-diaryl-4,4-diphenyl-4H-selenopyrans 4a-d in satisfactory yields while the same procedure starting from 1,5-diketone 5 affords small amounts of spiroheterocycle 6. 2,4,4,6-Tetraphenyl-4H-selenopyran 4a can be brominated or nitrated at positions 3 and 5 to give substituted derivatives 7-9. Dibromo derivatives 4c and 7 were converted with copper(I) cyanide to dicyano derivatives 4e and 10,11, respectively. Similarly to 4H-pyrans 1 and 4H-thiopyrans 2, the 1-selena analogues 4a-d and 8 exhibit solid state photocolouration which was investigated in terms of dispersive first-order reaction kinetics. The influence of selenium heteroatom on the

  • 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

  • Continuities

    Z - Vyzkumny zamer (s odkazem do CEZ)

Others

  • Publication year

    2002

  • Confidentiality

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

Data specific for result type

  • Name of the periodical

    Journal Chemical Society, Perkin Transactions 2

  • ISSN

    0300-9580

  • e-ISSN

  • Volume of the periodical

    Neuveden

  • Issue of the periodical within the volume

    11

  • Country of publishing house

    GB - UNITED KINGDOM

  • Number of pages

    7

  • Pages from-to

    1909-1916

  • UT code for WoS article

  • EID of the result in the Scopus database