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Polybrominated anthracenes: selective synthesis of tetrabromoanthracenes as precursors for the corresponding tetracyanoanthracenes

Akar, Kiymet Berkil; Cakmak, Osman


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  <identifier identifierType="URL">https://aperta.ulakbim.gov.tr/record/15107</identifier>
  <creators>
    <creator>
      <creatorName>Akar, Kiymet Berkil</creatorName>
      <givenName>Kiymet Berkil</givenName>
      <familyName>Akar</familyName>
      <affiliation>Gaziosmanpasa Univ, Dept Bioengn, Fac Engn &amp; Nat Sci, TR-60250 Tokat, Turkey</affiliation>
    </creator>
    <creator>
      <creatorName>Cakmak, Osman</creatorName>
      <givenName>Osman</givenName>
      <familyName>Cakmak</familyName>
      <affiliation>Gaziosmanpasa Univ, Dept Chem, Fac Arts &amp; Sci, TR-60250 Tokat, Turkey</affiliation>
    </creator>
  </creators>
  <titles>
    <title>Polybrominated Anthracenes: Selective Synthesis Of Tetrabromoanthracenes As Precursors For The Corresponding Tetracyanoanthracenes</title>
  </titles>
  <publisher>Aperta</publisher>
  <publicationYear>2013</publicationYear>
  <dates>
    <date dateType="Issued">2013-01-01</date>
  </dates>
  <resourceType resourceTypeGeneral="Text">Journal article</resourceType>
  <alternateIdentifiers>
    <alternateIdentifier alternateIdentifierType="url">https://aperta.ulakbim.gov.tr/record/15107</alternateIdentifier>
  </alternateIdentifiers>
  <relatedIdentifiers>
    <relatedIdentifier relatedIdentifierType="DOI" relationType="IsIdenticalTo">10.1016/j.tetlet.2012.11.048</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>
  </rightsList>
  <descriptions>
    <description descriptionType="Abstract">Selective and efficient methods for the preparation of both 2,7,9,10-tetrabromoanthracene 11 and 2,6,9,10-tetrabromoanthracene 12 are described. Photobromination of 2,9,10-tribromoanthracene 8 resulted in the formation of only one stereoisomeric heptabromide 10. Whilst thermal aromatization of the trans,cis,trans-1,2,3,4,6,9,10-heptabromo-1,2,3,4-tetrahydroanthracene 10 gave mainly 2,6,9, 10-tetrabromoanthracene 12, the pyridine-induced elimination yielded 2,7,9,10-tetrabromoanthracene 11 as the only final product. Tetrabromide 11 was transformed into 2,7,9,10-tetracyanoanthracene 14, by copper-assisted nucleophilic substitution reaction, as a potential photoconductive product. (C) 2012 Elsevier Ltd. All rights reserved.</description>
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