Please use this identifier to cite or link to this item: http://hdl.handle.net/11452/30482
Title: Synthesis, structures and catalytic activity of Pd(II) saccharinate complexes with monophosphines in direct arylation of five-membered heteroarenes with aryl bromides
Authors: Aygün, Muhittin
Evren, Enes
Özdemir, İsmail
Bursa Uludağ Üniversitesi/Fen-Edebiyat Fakültesi/Kimya Bölümü.
0000-0002-2849-3332
0000-0002-2717-2430
Yılmaz, Veysel T.
İçsel, Ceyda
Turgut, Ömer R.
DZR-9362-2022
56441123900
55551960400
57202496927
Keywords: Chemistry
Palladium(II)
Saccharinate
Phosphine
Catalysis
Arylation
Heteroarenes
PD-imidate complexes
Palladium complexes
Efficient catalysts
Coupling reactions
Ligands
Functionalization
Nucleosides
Mechanism
Carbene
Halides
Aromatic compounds
Catalysis
Catalyst activity
Chlorine compounds
Ligands
Metal halides
Phosphorus compounds
Quantum chemistry
Synthesis (chemical)
Arylations
Thiazole derivatives
Catalytic mechanisms
Heteroarenes
Phosphine
Saccharinate
Steric properties
Tertiary phosphines
Palladium compounds
Issue Date: 24-Jan-2020
Publisher: Elsevier Science
Citation: Yılmaz, V. T. vd. (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.
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.
URI: https://doi.org/10.1016/j.ica.2019.119220
https://www.sciencedirect.com/science/article/pii/S0020169319310837
http://hdl.handle.net/11452/30482
ISSN: 0020-1693
1873-3255
Appears in Collections:Scopus
Web of Science

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