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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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    <subfield code="a">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.</subfield>
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  • Patent Family Citations: 1
  • Citation Indexes: 11
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Alıntı yap

Yilmaz, V. T., Icsel, C., Turgut, O. R., Aygun, M., Evren, E. ve Ozdemir, I. (2020). Synthesis, structures and catalytic activity of Pd(II) saccharinate complexes with monophosphines in direct arylation of five-membered heteroarenes with aryl bromides. INORGANICA CHIMICA ACTA, 500. doi:10.1016/j.ica.2019.119220

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