1404372-06-0Relevant articles and documents
The first use of [PdBr2(imidazolidin-2-ylidene)(pyridine)] catalysts in the direct C-H bond arylation of C2-substituted furan and thiophene
Kalo?lu, Murat,Kalo?lu, Nazan,?zdemir, Nam?k,?zdemir, ?smail
, p. 2821 - 2843 (2021)
Abstract: N-Heterocyclic carbene (NHC)-linked PEPPSI-type palladium complexes have recently been used in the direct C-H bond arylation of heteroarenes. However, in most of the published works, NHC ligands containing benzimidazole and imidazole ring have b
New benzimidazolium N-heterocyclic carbene precursors and their related Pd-NHC complex PEPPSI-type: Synthesis, structures, DFT calculations, biological activity, docking study, and catalytic application in the direct arylation
?zdemir, ?smail,?zdemir, Nam?k,Bensouici, Chawki,Benzerka, Saida,Boulebd, Houssem,Gürbüz, Nevin,Khiri-Meribout, Naima,Sandeli, Abd El-Krim
, (2021/09/28)
New benzhydryl-5,6-dimethyl-(3-methylbenzyl)benzimidazolium salt as N-heterocyclic carbene precursors and their related new Pd-NHC complex PEPPSI-type with the general formula [PdBr2(NHC)(pyridine)] were prepared and theoretically studied. Quan
Synthesis, characterization and catalytic activity of PEPPSI-type palladium–NHC complexes
?zdemir, Ismail,Gürbüz, Nevin,Hamdi, Naceur,Mansour, Lamjed,Slimani, Ichraf
, (2020/10/12)
Eight benzimidazolium salts (2a–h) with two nitrogen atoms substituted by various alkyl groups have been synthesized in high yields. The benzimidazolium salts were readily converted into the corresponding PEPPSI-type palladium–NHC complexes (PEPPSI = pyridine-enhanced precatalyst preparation, stabilization, and initiation) (3a–h). The structures of all compounds were characterized by 1H NMR, 13C NMR, and IR spectroscopy as well as by elemental analysis techniques, which support the proposed structures. The catalytic activity of the PEPPSI-type palladium–NHC complexes was evaluated with respect to the direct C5-arylation of 2-substituted heteroaryl derivatives (thiophene, furan and thiazole) with various aryl bromides. This arylation occurs efficiently and selectively at the C5-position of the 2-substituted thiophene, furan and thiazole derivatives.
Direct arylation (hetero-coupling) of heteroarenes via unsymmetrical palladium-PEPPSI-NHC type complexes
?zdemir, ?smail,Ashfaq, Muhammad,Gürbüz, Nevin,Karci, Hüseyin,Naveed Zafar, Muhammad,Nawaz Tahir, Muhammad,Nawaz, Zahid
, (2021/08/16)
The growing interest of industry in the field of bi(hetero)arenes compounds, motivated us to synthesize these compounds via homogeneous catalytic route by using Pd PEPPSI-type complexes through direct arylation. In this work, the five new Pd PEPPSI-type c
Synthesis, structures, DFT calculations, and catalytic application in the direct arylation of five-membered heteroarenes with aryl bromides of novel palladium-N-heterocyclic carbene PEPPSI-type complexes
?zdemir, ?smail,?zdemir, Nam?k,Benzerka, Saida,Boulebd, Houssem,Gürbüz, Nevin,Khiri-Meribout, Naima,el-Krim Sandeli, Abd
, p. 17878 - 17892 (2021/10/12)
A new series of Pd-catalysts based on an N-heterocyclic carbene PEPPSI-type ligand (PEPPSI = pyridine enhanced precatalyst preparation stabilization and initiation) with the general formula [Pd(ii)Br2(NHC)(pyridine)] was synthesized and fully characterize
N-Heterocyclic carbene-palladium-PEPPSI complexes and their catalytic activity in the direct C-H bond activation of heteroarene derivatives with aryl bromides: synthesis, and antimicrobial and antioxidant activities
Alresheedi, Faisal,Hamdi, N.,Mansour, L.,Slimani, I.,?zdemir, I.,Gürbüz, N.
, p. 21248 - 21262 (2021/12/09)
In this study, a series of unsymmetrical 1,3-disubstituted benzimidazolium chlorides 2a-g with two nitrogen atoms substituted by different alkyl groups were synthesized in high yields as N-heterocyclic carbene (NHC) precursors. These benzimidazolium salts
The first used butylene linked bis(N-heterocyclic carbene)-palladium-PEPPSI complexes in the direct arylation of furan and pyrrole
?zdemir, ?smail,Dü?ünceli, Serpil Demir,Kalo?lu, Murat
, (2020/03/30)
We reported the synthesis and characterization of butylene linked bis-benzimidazole based N-heterocyclic carbene (NHC) precursors and their PEPPSI-type bimetallic Pd-complexes, and we implemented its activities in the direct C5-arylation of 2-acetylfuran
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
, (2019/11/11)
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 five-membered 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.
Well-defined PEPPSI-themed palladium–NHC complexes: synthesis, and catalytic application in the direct arylation of heteroarenes
Kalo?lu, Murat,Gürbüz, Nevin,Y?ld?r?m, ?lkay,?zdemir, Nam?k,?zdemir, ?smail
, (2019/12/12)
In this study, a series of benzimidazolium salts were synthesized as unsymmetrical N-heterocyclic carbene (NHC) precursors. Benzimidazolium salts were used for synthesis of the PEPPSI (pyridine enhanced precatalyst preparation stabilization and initiation)-themed, six new Pd-complexes with the general formula [PdX2(NHC)(pyridine)]. The structures of all compounds were characterized by various spectroscopic techniques such as 1H NMR, 13C NMR and FT-IR. The more detailed structural characterization of four of the complexes was determined by single-crystal X-ray diffraction study. The catalytic activities of all Pd-complexes were evaluated in the direct arylation of the 2-acetylfuran and 2-acetylthiophene with aryl bromides in the presence of 1 mol% catalyst loading.
