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Synthesis, structures and catalytic activity of Pd(II) saccharinate complexes with monophosphines in direct arylation of five-membered heteroarenes with aryl bromides

Yilmaz, Veysel T.; Icsel, Ceyda; Turgut, Omer R.; Aygun, Muhittin; Evren, Enes; Ozdemir, Ismail


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  <identifier identifierType="URL">https://aperta.ulakbim.gov.tr/record/6145</identifier>
  <creators>
    <creator>
      <creatorName>Yilmaz, Veysel T.</creatorName>
      <givenName>Veysel T.</givenName>
      <familyName>Yilmaz</familyName>
      <affiliation>Uludag Univ, Fac Arts &amp; Sci, Dept Chem, TR-16059 Bursa, Turkey</affiliation>
    </creator>
    <creator>
      <creatorName>Icsel, Ceyda</creatorName>
      <givenName>Ceyda</givenName>
      <familyName>Icsel</familyName>
      <affiliation>Uludag Univ, Fac Arts &amp; Sci, Dept Chem, TR-16059 Bursa, Turkey</affiliation>
    </creator>
    <creator>
      <creatorName>Turgut, Omer R.</creatorName>
      <givenName>Omer R.</givenName>
      <familyName>Turgut</familyName>
      <affiliation>Uludag Univ, Fac Arts &amp; Sci, Dept Chem, TR-16059 Bursa, Turkey</affiliation>
    </creator>
    <creator>
      <creatorName>Aygun, Muhittin</creatorName>
      <givenName>Muhittin</givenName>
      <familyName>Aygun</familyName>
      <affiliation>Dokuz Eylul Univ, Dept Phys, Fac Sci, TR-35210 Izmir, Turkey</affiliation>
    </creator>
    <creator>
      <creatorName>Evren, Enes</creatorName>
      <givenName>Enes</givenName>
      <familyName>Evren</familyName>
      <affiliation>Inonu Univ, Catalysis Res &amp; Applicat Ctr, TR-44280 Malatya, Turkey</affiliation>
    </creator>
    <creator>
      <creatorName>Ozdemir, Ismail</creatorName>
      <givenName>Ismail</givenName>
      <familyName>Ozdemir</familyName>
      <affiliation>Inonu Univ, Catalysis Res &amp; Applicat Ctr, TR-44280 Malatya, Turkey</affiliation>
    </creator>
  </creators>
  <titles>
    <title>Synthesis, Structures And Catalytic Activity Of Pd(Ii) Saccharinate Complexes With Monophosphines In Direct Arylation Of Five-Membered Heteroarenes With Aryl Bromides</title>
  </titles>
  <publisher>Aperta</publisher>
  <publicationYear>2020</publicationYear>
  <dates>
    <date dateType="Issued">2020-01-01</date>
  </dates>
  <resourceType resourceTypeGeneral="Text">Journal article</resourceType>
  <alternateIdentifiers>
    <alternateIdentifier alternateIdentifierType="url">https://aperta.ulakbim.gov.tr/record/6145</alternateIdentifier>
  </alternateIdentifiers>
  <relatedIdentifiers>
    <relatedIdentifier relatedIdentifierType="DOI" relationType="IsIdenticalTo">10.1016/j.ica.2019.119220</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">A number of new Pd(II) saccharinate (sac) complexes bearing a range of phenyl (Ph), cyclohexyl (Cy) and alkyl (Me and Et) substituted tertiary phosphine ligands with systematically changing electronic and steric properties, namely trans-[PdCl(sac)(L)(2)] (L = PPh3 (1); PPh2Cy (3)), trans-[Pd(sac)(2)(H2O)(L)] (L = PPh3 (2); PPh2Cy (5)), trans-[Pd(sac)(2)(L)(2)] (L = PPh2Cy (4); PPhCy2 (6); PCy3 (8)), [PdCl(sac)(PCy3)(DMSO)] (7), trans-[Pd (sac)(2)(PPh2Me)(DMSO)] (9) and cis-[M(sac)(2)(L)(2)] (L= PPhMe2 (10); PPh2Et (11); PPhEt2 (12)), were synthesized and structurally characterized. The Pd(II) complexes were applied for direct C2/C5 arylation of fivemembered heteroarenes such as furan, thiophene and thiazole derivatives with aryl bromides. Notably, arylation products up to 99% yields were obtained in the presence of the Pd(II) complexes. The catalytic mechanism of the direct arylation was proposed to proceed via a Pd(0)/Pd(II) pathway, due to elimination of the sac ligand in the Pd(II) complexes during catalysis.</description>
  </descriptions>
</resource>
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