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Phenylene-2,5-dimethylpyrazine co-oligomers: synthesis by Suzuki couplings, X-ray structures of neutral and diprotonated teraryl species and efficient blue emission

Turksoy, F; Hughes, G; Batsanov, AS; Bryce, MR


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  <identifier identifierType="URL">https://aperta.ulakbim.gov.tr/record/95503</identifier>
  <creators>
    <creator>
      <creatorName>Turksoy, F</creatorName>
      <givenName>F</givenName>
      <familyName>Turksoy</familyName>
    </creator>
    <creator>
      <creatorName>Hughes, G</creatorName>
      <givenName>G</givenName>
      <familyName>Hughes</familyName>
    </creator>
    <creator>
      <creatorName>Batsanov, AS</creatorName>
      <givenName>AS</givenName>
      <familyName>Batsanov</familyName>
    </creator>
    <creator>
      <creatorName>Bryce, MR</creatorName>
      <givenName>MR</givenName>
      <familyName>Bryce</familyName>
    </creator>
  </creators>
  <titles>
    <title>Phenylene-2,5-Dimethylpyrazine Co-Oligomers: Synthesis By Suzuki Couplings, X-Ray Structures Of Neutral And Diprotonated Teraryl Species And Efficient Blue Emission</title>
  </titles>
  <publisher>Aperta</publisher>
  <publicationYear>2003</publicationYear>
  <dates>
    <date dateType="Issued">2003-01-01</date>
  </dates>
  <resourceType resourceTypeGeneral="Text">Journal article</resourceType>
  <alternateIdentifiers>
    <alternateIdentifier alternateIdentifierType="url">https://aperta.ulakbim.gov.tr/record/95503</alternateIdentifier>
  </alternateIdentifiers>
  <relatedIdentifiers>
    <relatedIdentifier relatedIdentifierType="DOI" relationType="IsIdenticalTo">10.1039/b303472k</relatedIdentifier>
  </relatedIdentifiers>
  <rightsList>
    <rights rightsURI="http://www.opendefinition.org/licenses/cc-by">Creative Commons Attribution</rights>
    <rights rightsURI="info:eu-repo/semantics/openAccess">Open Access</rights>
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  <descriptions>
    <description descriptionType="Abstract">Phenylene-2,5-dimethylpyrazinyl co-oligomers and a dipyridylpyrazine derivative have been synthesised by Suzuki cross-coupling reactions starting from 2,5-dibromo-3,6-dimethylpyrazine. X-Ray crystal structures are reported for two teraryl derivatives, viz. 2,5-bis(2-methoxyphenyl)-3,6-dimethylpyrazine 2 and 2,5-bis(6-methoxypyridin-3-yl)-3,6-dimethylpyrazine 6, and a diprotonated pyrazinyl dication salt, viz. 2,5-bis(2-methoxyphenyl)-3,6-dimethylpyrazinium bis(tetrafluoroborate) salt 3. Compounds 2 and 6 and the dication in 3 have crystallographic C-i symmetry and adopt twisted conformations: dihedral angles between the aryl and pyrazine rings are 74.0degrees (2), 56.4degrees (3) and 44.6degrees (6). Violet-blue photoluminescence is seen for 2 lambda(max) 372 nm, 5 lambda(max) 418 nm and 6 lambda(max) 387 nm in ethanol solution. [Compound 5 is 1,4-dimethoxy-2,5-bis{2-(5-tertbutylphenyl-3,6-dimethylpyrazinyl)benzene}]. Blue electroluminescence, lambda(max) 444 nm, is observed for the device structure ITO/PEDOT/5/Ca with no long-wavelength emission from pi-aggregates or exciton states.</description>
  </descriptions>
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