32555-96-7Relevant articles and documents
Synthesis and catalytic activities of 1-alkoxycarbonyl- and 1-carbamoylmethyl-5-phenyl-3-aryl-3H-imidazol-1-yliden-Pd(II) complexes
Koruk?u, Meliha ?etin,Co?kun, Necdet
, p. 47 - 56 (2017)
4-Phenyl-1-aryl-1H-imidazoles were reacted with α-haloesters and amides to give the corresponding imidazolium salts. The latter were used as starting materials for the synthesis of Pd(NHC) complexes. The catalytic activities of the newly prepared compounds were screened in a model coupling reaction. 1-Alkoxycarbonyl-5-phenyl-3-aryl-3H-imidazol-1-yliden-Pd(II) were shown to be better catalyst than the 1-carbamoylmethyl-5-phenyl-3-aryl-3H-imidazol-1-yliden-Pd(II) complexes. The catalysts were shown to be insensitive to the air oxygen and water.
Efficient and ligand free palladium catalyst for Suzuki and Heck cross-coupling reactions
Luo, Bin,Wang, Jiaqing,Ge, Danhua,Li, Xinming,Cao, Xueqin,Pan, Yue,Gu, Hongwei
, p. 1310 - 1314,5 (2014)
A simple and efficient system for Suzuki cross-coupling reactions was developed using a ligandless catalyst of Pd nanoclusters generated in situ from Pd(acac)2. The cross-coupling reactions proceeded under mild reaction conditions with a high reaction rate (5 min) to give various biaryls in high yields. The system also exhibited catalytic potential for Heck reaction between aryl bromides and styrene.
5-Nitrobenzimidazole containing Pd(II)catalyzed C[sbnd]C cross-coupling reactions: The effect of the N-substituent of the benzimidazole structure on catalyst activity
Buldurun, Kenan,?zdemir, ?smail
, p. 172 - 177 (2019)
A series of Pd(II)complexes (1a-e)were successfully synthesized by reaction of N-substituted 5-nitrobenzimidazole with [PdCl2(CNCH3)2]in toluene under argon reflux condition. Their catalytic activity in the Suzuki-Miyaura
Microwave-assisted synthesis of novel perimidinium salts as N-heterocyclic carbene precursors: Involvement in palladium-catalyzed cross-coupling reactions
Onar, Gulnihan,Karatas, Mert Olgun,Alici, Bülent,Cetinkaya, Engin
, p. 563 - 567 (2015)
[Figure not available: see fulltext.] In the current study, five novel perimidinium chlorides were synthesized in good yields by reaction of 1-(3-methylbenzyl)perimidine with five different alkyl chlorides under microwave irradiation in 30 minutes. Synthe
Synthesis and catalytic application of palladium complexes with picoline-functionalized benzimidazolin-2-ylidene ligands
Jahnke, Mareike C.,Pape, Tania,Hahn, F. Ekkehardt
, p. 1960 - 1969 (2009)
The picoline-functionalized benzimidazolium salts N-alkyl- N'-picolylbenzimidazolium bromide [alkyl = methyl (1), ethyl (2), n-propyl (3), n-butyl (4)] and the dipicoline-function-alized benzimidazolium bromide 5 have been synthesized. Reaction of the sal
Coordination from Heteroscorpionate Ligand Towards Pd(II) via Pd???Hδ?C(sp3) Interaction: Structural and Catalytic Studies
Castillo-Moreno, Miguel ángel,Cruz-Borbolla, Julián,González-Montiel, Simplicio,Ignacio Sandoval-Chávez, César,Manuel Vásquez-Pérez, José,Mendoza-Espinosa, Daniel,Salazar-Pereda, Verónica
supporting information, p. 2661 - 2668 (2021/07/06)
The coordination ability of the heteroscorpionate ligand 2,2-bis(3,5-dimethylpyrazol-1-yl)-1-p-tolylethanol (1) towards palladium (II) dihalides was evaluated. The structures of the respective palladium complexes (2 and 3) were elucidated in solution by NMR spectroscopy, and their molecular structures were established by single crystal X-ray diffraction analyses. Both studies revealed the existence of Pd???Hδ?C(sp3) anagostic interactions. The molecular structure of complexes 2 and 3 displays coordination of ligand 1 to palladium in a κ3-NNH tridentate fashion via two nitrogen atoms and one δ-anagostic H???Pd interaction. The metal center exhibits a square pyramidal geometry. The distances of anagostic Hδ???Pd interactions ranged from 2.566 to 2.576 ?. The δ-anagostic H???Pd interactions in complexes 2 and 3 were also identified by Bader's quantum theory of atoms in molecules (QTAIM) and non-covalent interaction (NCI) analysis. The catalytic efficiencies of complexes 2 and 3 in the Suzuki-Miyaura cross-coupling reactions were evaluated and the results showed that palladium (II) dibromide complex is the most efficient of the series. Complex 3 was also evaluated in Mizoroki-Heck cross-coupling reactions.
Structural Effect of Pincer Pd(II)–ONO Complexes Modified with Acylthiourea on Sizes of the In Situ Generated Pd Nanoparticles During Heck Coupling Reaction
Jerome,Babu, S. Ganesh,Karvembu
, p. 1633 - 1645 (2020/10/15)
Abstract: The Pd nanoparticles generated in situ from Pd–pincer complexes catalyzed Heck coupling reaction. For this purpose, new Pd(II)–ONO pincer complexes (1–4) containing acylthiourea ancillary ligand were obtained by treating [Pd(ONO)(CH3CN)] with the respective N-substituted carbamothioyl benzamide ligand (L1–L4). Formation of these complexes was confirmed by UV–Visible, FT-IR, NMR and mass spectroscopic techniques. The sizes of in situ formed Pd nanoparticles were greatly affected by the substituent in ancillary ligand, which in turn influenced their catalytic activity towards Heck coupling reaction. The in situ formed Pd nanoparticles during Heck reaction were removed from the reaction medium and analyzed using HR-TEM to estimate the sizes of the Pd nanoparticles. Complex [Pd(ONO)((N-benzylcarbamothioyl)benzamide)] (1) which does not possess any substituent on the benzyl moiety of acylthiourea produced the smallest Pd nanoparticles with the average particle size of 3.7?nm. Hence, complex 1 showed the utmost catalytic activity. With complex 1, 51–99% of conversion was observed during Heck coupling reaction of styrene with various aryl halides. XPS results confirmed that the recovered black particles were Pd(0). A reasonable recyclability results were achieved by these in situ generated Pd nanoparticles. Graphic Abstract: [Figure not available: see fulltext.]
