A palladium catalyst immobilized on superparaganetic nanoparticles was prepared with a palladium loading of 0.30 mmol/g. The catalyst was characterized using X-ray diffraction, scanning electron microscopy, transmissi...A palladium catalyst immobilized on superparaganetic nanoparticles was prepared with a palladium loading of 0.30 mmol/g. The catalyst was characterized using X-ray diffraction, scanning electron microscopy, transmission electron microscopy, vibrating sample magnetometry, thermogravimetric analysis, Fourier transform infrared, atomic absorption spectrophotometry, and nitrogen adsorption. The immobilized palladium catalyst was an efficient catalyst without added phosphine ligands for the Suzuki cross-coupling reaction of several aryl bromides with phenylboronic acid. The recovery of catalyst was simply by magnetic decantation in the presence of a magnet. The immobilized palladium catalyst can be reused many times without significant degradation in catalytic activity. No leaching of active palladium species into the reaction solution was detected.展开更多
An alternative method for synthesis of biaryls has been developed through the Pd catalyzed desulfitative coupling reaction of sodium arylsulfinates with aryl bromides and chlorides. The procedure tolerates a variety o...An alternative method for synthesis of biaryls has been developed through the Pd catalyzed desulfitative coupling reaction of sodium arylsulfinates with aryl bromides and chlorides. The procedure tolerates a variety of functional groups, such as cyano, formyl, acetyl, chloro, methoxy, trifluoromethyl and heteroaromatic unit. The desired products were obtained in moderate to excellent yields under relatively mild reaction conditions without additives, base or co-catalyst.展开更多
A new protocol for the NiC12-catalyzed cross-electrophile coupling of aryl bromides with pyrimidin-2-yl tosyl- ates to give the corresponding C2-arylation pyrimidine derivatives has been developed. This study provides...A new protocol for the NiC12-catalyzed cross-electrophile coupling of aryl bromides with pyrimidin-2-yl tosyl- ates to give the corresponding C2-arylation pyrimidine derivatives has been developed. This study provides an improvement over previous methods by using pyrimidin-2-yl tosylates instead of halides as coupling partners that are stable and easily available.展开更多
Pyridine was used as a solvent for homocoupling of aryl bromides catalyzed by nickel chloride/triarylphosphine in the presence of zinc and recycled easily. Triphenylphosphine was the best ligand for nickel in this cou...Pyridine was used as a solvent for homocoupling of aryl bromides catalyzed by nickel chloride/triarylphosphine in the presence of zinc and recycled easily. Triphenylphosphine was the best ligand for nickel in this coupling reaction.展开更多
A concise route to access 5H-imidazo[2,1-a]isoindole heterofused compounds by copper（I）-catalyzed intra- molecular coupling of non-activated aryl bromides with azoles is reported. With CuI as catalyst, 1,10-phenanth...A concise route to access 5H-imidazo[2,1-a]isoindole heterofused compounds by copper（I）-catalyzed intra- molecular coupling of non-activated aryl bromides with azoles is reported. With CuI as catalyst, 1,10-phenanth- roline as ligand, and K3PO4 as base, the reactions of 1-（2-bromobenzyl）-IH-imidazoles in DMF/o-xylene （I ： 1, V ： V） at 145 ℃ afford the corresponding substituted 5H-imidazo[2,1-a]isoindoles in high yields via intramolecu- lar C-arylation.展开更多
In water, ammonium chloride was found to promote palladium-catalyzed Ullmann coupling reactions of aryl bromides. In the presence of Pd/C, zinc, NH4Cl, and water, coupling of various aryl bromides was carried out smoo...In water, ammonium chloride was found to promote palladium-catalyzed Ullmann coupling reactions of aryl bromides. In the presence of Pd/C, zinc, NH4Cl, and water, coupling of various aryl bromides was carried out smoothly to afford the corresponding homocoupling products in moderate yields.展开更多
Palladium-catalyzed coupling of trifluorovinylzinc reagent with substituted aryl halides Y-C_6H_4-X (Y=p-NO_2, p-and m-COOMe, p-COOH, p-CONH_2, p- and m-CN; X=Br, I, Cl) provides a synthetic method for α, β, β-trif...Palladium-catalyzed coupling of trifluorovinylzinc reagent with substituted aryl halides Y-C_6H_4-X (Y=p-NO_2, p-and m-COOMe, p-COOH, p-CONH_2, p- and m-CN; X=Br, I, Cl) provides a synthetic method for α, β, β-trifluorostyrenes(Y-TFS's). A series of previously unavailable Y-TFS's were thus obtained.展开更多
Covalent triazine-based frameworks（CTFs） are important microporous materials with a wide range of applications.Here,we demonstrate an environmentally benign and economic synthetic pathway to CTFs.The monomers used f...Covalent triazine-based frameworks（CTFs） are important microporous materials with a wide range of applications.Here,we demonstrate an environmentally benign and economic synthetic pathway to CTFs.The monomers used for CTFs,aromatic nitriles,were obtained by cyanation using nontoxic potassium hexacyanoferrate（Ⅱ） in place of commonly used toxic cyanides.Then,the CTFs were synthesized by trimerization of the corresponding cyano monomers in molten zinc chloride.A series of CTFs was synthesized,and the highest Brunauer-Emmett-Teller surface area measured in this series was 2404 m^2/g.Among the synthesized CTFs,CTF_（DCP） exhibited excellent CO_2 adsorption properties,with a CO_2 uptake of 225 mg/g at 0℃.展开更多
Palladium-catalyzed Mizoroki-Heck reaction is a powerful and efficient method for construction of Csp2–Csp2 bonds.Herein,four palladium complexes(I—IV)with N,O-bidentate ligands(L1—L4)based on N-oxide units from cy...Palladium-catalyzed Mizoroki-Heck reaction is a powerful and efficient method for construction of Csp2–Csp2 bonds.Herein,four palladium complexes(I—IV)with N,O-bidentate ligands(L1—L4)based on N-oxide units from cyclic secondary amines were easily synthesized and successfully applied in Mizoroki-Heck reaction of aryl bromides with electron-deficient olefins.X-ray diffraction analyses indicated the palladium(II)atom of II took the distorted square planar geometry and was four-coordinated by nitrogen and oxygen atoms from two ligands(L2).Two free chloride ions were presented as counter anions in complex II.But the palladium(II)center of IV was coordinated by nitrogen and oxygen atoms from one ligand(L4)as well as two chlorine atoms,which exhibited the nearly square-planar geometry.The study on catalytic properties of palladium complexes revealed that complex II exhibited high activity superior to the other complexes.The coupling reactions of a series of aryl bromides and olefin derivatives proceeded in the presence of 2—5 mol%palladium complex II,giving the desired products in good to excellent yields.The advantages of this method such as good compatibility of functional groups,high yields,and short reaction times made it more attractive for constructing Csp2–Csp2 bonds in the synthesis of functional molecules and materials.展开更多
A series of solvents were examined for the ligand free Pd（II）-catalyzed Suzuki reaction of 4-bromotoluene with phenylboronic acid. It was found that the PdCl2/i-PrOH system could efficiently inhibit the homo-couplin...A series of solvents were examined for the ligand free Pd（II）-catalyzed Suzuki reaction of 4-bromotoluene with phenylboronic acid. It was found that the PdCl2/i-PrOH system could efficiently inhibit the homo-coupling of phenylboronic acid and give a cross-coupling product in high yields. The substrates with a wide variety of functional groups were tolerated in the system. A possible mechanism for this system was proposed.展开更多
A controllable diastereoselective C(sp2)-C(sp3) Negishi coupling reaction of secondary benzylic zinc reagents with aryl bromides has been demonstrated for the first time, forming medicinally important 1-arylphenylethy...A controllable diastereoselective C(sp2)-C(sp3) Negishi coupling reaction of secondary benzylic zinc reagents with aryl bromides has been demonstrated for the first time, forming medicinally important 1-arylphenylethylamines. In the presence of Pd(OAc) 2 and S-phos, open-chain (2-amido-1-phenylethyl)zinc reagents bearing a -NHAc or NHCHO group underwent cross-coupling reaction to give syn 1-arylphenylethylamine as the major products, whereas the zinc reagents bearing a sterically hindered-NHCOC(CH3)2 OTBS group specifically yielded anti 1-arylphenylethylamines.展开更多
Amide,which is derived from proline and is inexpensive and air-stable,has been synthesized and characterized by ~1H NMR,^（13）C NMR,and MS.It was found to be an efficient ligand in the palladium-catalyzed Suzuki cros...Amide,which is derived from proline and is inexpensive and air-stable,has been synthesized and characterized by ~1H NMR,^（13）C NMR,and MS.It was found to be an efficient ligand in the palladium-catalyzed Suzuki cross-coupling reaction.In the Pd/amide catalytic system,aryl bromides can be coupled with phenylboronic acid in ethanol/water（1：2;v/v） in excellent yields even with a low Pd loading of 0.01 mol%.Moreover,the scope of the reaction is broad,and a wide variety of functional groups are tolerant.展开更多
基金supported by the Ho Chi Minh City Department of Science and Technology, Viet Nam
文摘A palladium catalyst immobilized on superparaganetic nanoparticles was prepared with a palladium loading of 0.30 mmol/g. The catalyst was characterized using X-ray diffraction, scanning electron microscopy, transmission electron microscopy, vibrating sample magnetometry, thermogravimetric analysis, Fourier transform infrared, atomic absorption spectrophotometry, and nitrogen adsorption. The immobilized palladium catalyst was an efficient catalyst without added phosphine ligands for the Suzuki cross-coupling reaction of several aryl bromides with phenylboronic acid. The recovery of catalyst was simply by magnetic decantation in the presence of a magnet. The immobilized palladium catalyst can be reused many times without significant degradation in catalytic activity. No leaching of active palladium species into the reaction solution was detected.
基金Acknowledgement This work was supported by the National Natural Science Foundation of China （Nos. 21176039, 20876021 and 20923006）.
文摘An alternative method for synthesis of biaryls has been developed through the Pd catalyzed desulfitative coupling reaction of sodium arylsulfinates with aryl bromides and chlorides. The procedure tolerates a variety of functional groups, such as cyano, formyl, acetyl, chloro, methoxy, trifluoromethyl and heteroaromatic unit. The desired products were obtained in moderate to excellent yields under relatively mild reaction conditions without additives, base or co-catalyst.
基金We are thankful for the financial support from the National Natural Science Foundation of China （Nos. 21362032, 21362031 and 21562036） and Northwest Normal University （No. NWNU-LKQN- 15-1 ）.
文摘A new protocol for the NiC12-catalyzed cross-electrophile coupling of aryl bromides with pyrimidin-2-yl tosyl- ates to give the corresponding C2-arylation pyrimidine derivatives has been developed. This study provides an improvement over previous methods by using pyrimidin-2-yl tosylates instead of halides as coupling partners that are stable and easily available.
文摘Pyridine was used as a solvent for homocoupling of aryl bromides catalyzed by nickel chloride/triarylphosphine in the presence of zinc and recycled easily. Triphenylphosphine was the best ligand for nickel in this coupling reaction.
文摘A concise route to access 5H-imidazo[2,1-a]isoindole heterofused compounds by copper（I）-catalyzed intra- molecular coupling of non-activated aryl bromides with azoles is reported. With CuI as catalyst, 1,10-phenanth- roline as ligand, and K3PO4 as base, the reactions of 1-（2-bromobenzyl）-IH-imidazoles in DMF/o-xylene （I ： 1, V ： V） at 145 ℃ afford the corresponding substituted 5H-imidazo[2,1-a]isoindoles in high yields via intramolecu- lar C-arylation.
基金Project supported by the National Natural Science Foundation of China (No. 20202002) Hunan Province Department of Education (No. 02C211) and Hunan Normal University (2001).
文摘In water, ammonium chloride was found to promote palladium-catalyzed Ullmann coupling reactions of aryl bromides. In the presence of Pd/C, zinc, NH4Cl, and water, coupling of various aryl bromides was carried out smoothly to afford the corresponding homocoupling products in moderate yields.
基金Supported by National Natural Science Foundation of China
文摘Palladium-catalyzed coupling of trifluorovinylzinc reagent with substituted aryl halides Y-C_6H_4-X (Y=p-NO_2, p-and m-COOMe, p-COOH, p-CONH_2, p- and m-CN; X=Br, I, Cl) provides a synthetic method for α, β, β-trifluorostyrenes(Y-TFS's). A series of previously unavailable Y-TFS's were thus obtained.
基金supported by the National Natural Science Foundation of China(21373202,21525315)~~
文摘Covalent triazine-based frameworks（CTFs） are important microporous materials with a wide range of applications.Here,we demonstrate an environmentally benign and economic synthetic pathway to CTFs.The monomers used for CTFs,aromatic nitriles,were obtained by cyanation using nontoxic potassium hexacyanoferrate（Ⅱ） in place of commonly used toxic cyanides.Then,the CTFs were synthesized by trimerization of the corresponding cyano monomers in molten zinc chloride.A series of CTFs was synthesized,and the highest Brunauer-Emmett-Teller surface area measured in this series was 2404 m^2/g.Among the synthesized CTFs,CTF_（DCP） exhibited excellent CO_2 adsorption properties,with a CO_2 uptake of 225 mg/g at 0℃.
基金the Natural Science Foundation of Shanxi Province(No.201901D111276)Innovative Program of Graduate Education in Shanxi Province(No.2023KY464)for financial support ofthis work.
文摘Palladium-catalyzed Mizoroki-Heck reaction is a powerful and efficient method for construction of Csp2–Csp2 bonds.Herein,four palladium complexes(I—IV)with N,O-bidentate ligands(L1—L4)based on N-oxide units from cyclic secondary amines were easily synthesized and successfully applied in Mizoroki-Heck reaction of aryl bromides with electron-deficient olefins.X-ray diffraction analyses indicated the palladium(II)atom of II took the distorted square planar geometry and was four-coordinated by nitrogen and oxygen atoms from two ligands(L2).Two free chloride ions were presented as counter anions in complex II.But the palladium(II)center of IV was coordinated by nitrogen and oxygen atoms from one ligand(L4)as well as two chlorine atoms,which exhibited the nearly square-planar geometry.The study on catalytic properties of palladium complexes revealed that complex II exhibited high activity superior to the other complexes.The coupling reactions of a series of aryl bromides and olefin derivatives proceeded in the presence of 2—5 mol%palladium complex II,giving the desired products in good to excellent yields.The advantages of this method such as good compatibility of functional groups,high yields,and short reaction times made it more attractive for constructing Csp2–Csp2 bonds in the synthesis of functional molecules and materials.
文摘A series of solvents were examined for the ligand free Pd（II）-catalyzed Suzuki reaction of 4-bromotoluene with phenylboronic acid. It was found that the PdCl2/i-PrOH system could efficiently inhibit the homo-coupling of phenylboronic acid and give a cross-coupling product in high yields. The substrates with a wide variety of functional groups were tolerated in the system. A possible mechanism for this system was proposed.
基金the National Natural Science Foundation of China (21172227)Jishou University (2012)
文摘A controllable diastereoselective C(sp2)-C(sp3) Negishi coupling reaction of secondary benzylic zinc reagents with aryl bromides has been demonstrated for the first time, forming medicinally important 1-arylphenylethylamines. In the presence of Pd(OAc) 2 and S-phos, open-chain (2-amido-1-phenylethyl)zinc reagents bearing a -NHAc or NHCHO group underwent cross-coupling reaction to give syn 1-arylphenylethylamine as the major products, whereas the zinc reagents bearing a sterically hindered-NHCOC(CH3)2 OTBS group specifically yielded anti 1-arylphenylethylamines.
文摘Amide,which is derived from proline and is inexpensive and air-stable,has been synthesized and characterized by ~1H NMR,^（13）C NMR,and MS.It was found to be an efficient ligand in the palladium-catalyzed Suzuki cross-coupling reaction.In the Pd/amide catalytic system,aryl bromides can be coupled with phenylboronic acid in ethanol/water（1：2;v/v） in excellent yields even with a low Pd loading of 0.01 mol%.Moreover,the scope of the reaction is broad,and a wide variety of functional groups are tolerant.
