107624-96-4Relevant articles and documents
Aerobic ligand-free Suzuki coupling reaction of aryl chlorides catalyzed by in situ generated palladium nanoparticles at room temperature
Han, Wei,Liu, Chun,Jin, Zilin
, p. 501 - 508 (2008)
An aerobic, ligand-free Suzuki coupling reaction catalyzed by in situ generated palladium nanoparticles in polyethylene glycol with an average molecular weight of 400 Da (PEG-400) at room temperature has been developed. This catalytic system is a very simple and highly active protocol for the Suzuki coupling of aryl chlorides with arylboronic acids, which proceed smoothly in excellent yields in short times using low catalyst loadings. Control experiments demonstrated that the Suzuki reaction catalyzed by the in situ generated palladium nanoparticles can be carried out much quicker than that using the preprepared particles under the same conditions. The formation of palladium nanoparticles in PEG-400 was promoted by arylboronic acids.
Acetanilide palladacycle: An efficient catalyst for room-temperature Suzuki-Miyaura cross-coupling reaction
Dewan, Anindita,Buragohain, Zenith,Mondal, Manoj,Sarmah, Gayatri,Borah, Geetika,Bora, Utpal
, p. 230 - 233 (2014)
The catalytic activity of three acetanilide palladacycles derived from easily accessible and commercially available acetanilide derivatives, viz. N-phenylacetamide (L1), N-(4-chlorophenyl)acetamide (L2) and N-(4-methylphenyl)acetamide (L3) has been examined in Pd-catalyzed Suzuki-Miyaura reaction of arylboronic acid with aryl bromides at room temperature. The complex 1L3 exhibited efficient activity in the Suzuki-Miyaura reaction (up to 99% isolated yield) under mild reaction conditions. Copyright
Palladium-catalyzed cross-coupling reactions of dry arenediazonium o-benzenedisulfonimides with aryltin compounds
Dughera, Stefano
, p. 1117 - 1122 (2006)
The palladium-catalyzed cross-coupling reaction between various arenediazonium o-benzenedisulfonimides and aryltin derivatives is described. The procedure is general, easy and gives pure biaryls in good yields (25 examples, average yield 79%). o-Benzenedisulfonimide can be recovered (>80%) and reused to prepare again the starting material. Georg Thieme Verlag Stuttgart.
PVC-supported palladium nanoparticles: An efficient catalyst for suzuki cross-coupling reactions at room temperature
Samarasimhareddy, Mamidi,Prabhu, Girish,Vishwanatha, Thimmalapura M.,Sureshbabu, Vommina V.
, p. 1201 - 1206 (2013)
A simple and efficient protocol is described for a Suzuki reaction catalyzed by poly(vinyl chloride)-supported nanoparticles of metallic palladium at room temperature. Aryl iodides, bromides, and chlorides underwent smooth Suzuki reactions in aqueous ethanol, an environmentally friendly solvent, under ligand-free conditions to give good yields of the desired biaryl products. The heterogeneous catalyst could be used up to four times with no detectable metal leaching or loss of catalytic efficiency. Georg Thieme Verlag Stuttgart.New York.
N-heterocyclic carbene coordinated heterogeneous Pd nanoparticles as catalysts for suzuki-miyaura coupling
Min, Hyemin,Miyamura, Hiroyuki,Kobayashi, Shu
, p. 837 - 839 (2016)
Palladium nanoparticle (Pd NP) catalysts immobilized in a polymer with an N-heterocyclic carbene (NHC) moiety (PICBNHC-Pd) have been developed, wherein the NHC moiety plays dual roles as a crosslinker and a ligand to activate the Pd NPs. The presence of both Pd NPs and NHC was confirmed by STEM/EDS and SR-MAS NMR analyses, respectively. This PICB-NHC-Pd catalyst showed excellent activity in the Suzuki-Miyaura coupling reaction without leaching of Pd. Excellent results were obtained in gram-scale synthesis, and catalyst recovery/reuse experiments were completed without loss of catalyst activity.
Pyrazole-Mediated C-H Functionalization of Arene and Heteroarenes for Aryl-(Hetero)aryl Cross-Coupling Reactions
Kundu, Abhishek,Dey, Dhananjay,Pal, Subhankar,Adhikari, Debashis
, p. 15665 - 15673 (2021/11/16)
Herein we introduce a transition-metal-free protocol that involves a commercially available, inexpensive pyrazole molecule to conduct C-C cross-coupling reactions at room temperature via a radical pathway. Using this method, an aryldiazonium salt has been coupled to a wide range of arenes and heteroarenes including benzene, mesitylene, thiophene, furan, benzoxazole to result the corresponding biaryl products. The full reaction mechanism is elucidated along with the crystallographic probation of an active initiator species. A potassium-stabilized deprotonated pyrazole steers single-electron transfer to the substrate and behaves as an initiator for the reaction.
Atom-efficient Pd-catalyzed cross-couplings of chloroarenes with triarylbismuth reagents
Rao, Maddali L.N.,Meka, Suresh
supporting information, (2019/07/30)
Various Pd-catalyzed protocols have been developed for the atom-efficient cross-coupling of chloroarenes with triarylbismuth reagents. Using the developed protocols, an efficient synthesis of unsymmetrical biaryls in good to excellent yields was achieved by employing electron-deficient chloroarenes and a range of triarylbismuth reagents.
Suzuki-Miyaura cross-coupling reaction of aryl chlorides with aryl boronic acids catalyzed by a palladium dichloride adduct of N-diphenylphosphanyl-2-aminopyridine
Xu, Lin-Yan,Liu, Chun-Yu,Liu, Shi-Yuan,Ren, Zhi-Gang,Young, David James,Lang, Jian-Ping
, p. 3125 - 3132 (2017/05/08)
One palladium dichloride adduct of a phosphine-pyridine ligand N-diphenylphosphanyl-2-aminopyridine (L1) [(L1)PdCl2] (1) has been prepared and structurally characterized. Compound 1 can be used as an effective catalyst for the Suzuki-Miyaura cross-coupling reactions of unreactive aryl chlorides with aryl boronic acids, and worked much better than its mono- or bidentate phosphine ligands. The reactions with a wide scope of substrates proceeded to give desired products in good to excellent yields.