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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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{
  "DOI": "10.1016/j.ica.2019.119220", 
  "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.", 
  "author": [
    {
      "family": "Yilmaz", 
      "given": " Veysel T."
    }, 
    {
      "family": "Icsel", 
      "given": " Ceyda"
    }, 
    {
      "family": "Turgut", 
      "given": " Omer R."
    }, 
    {
      "family": "Aygun", 
      "given": " Muhittin"
    }, 
    {
      "family": "Evren", 
      "given": " Enes"
    }, 
    {
      "family": "Ozdemir", 
      "given": " Ismail"
    }
  ], 
  "container_title": "INORGANICA CHIMICA ACTA", 
  "id": "6145", 
  "issued": {
    "date-parts": [
      [
        2020, 
        1, 
        1
      ]
    ]
  }, 
  "title": "Synthesis, structures and catalytic activity of Pd(II) saccharinate complexes with monophosphines in direct arylation of five-membered heteroarenes with aryl bromides", 
  "type": "article-journal", 
  "volume": "500"
}
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