Suzuki cross-coupling reaction of phenylboronic acid with aryl halides catalyzed by cyclopalladated complexes of tertiary arylamines immobilized in ionic liquid [Bmim]^+BF4^- was reported. The catalytic system proved...Suzuki cross-coupling reaction of phenylboronic acid with aryl halides catalyzed by cyclopalladated complexes of tertiary arylamines immobilized in ionic liquid [Bmim]^+BF4^- was reported. The catalytic system proved to be efficient and be reused at least 3 times without significant loss of activity.展开更多
Carbosilane dendrimers with p-bromophenyl core were synthesized by alternating Grignard and hydrosilylation reaction. And the α-naphthalenyl was connected to the core by the Suzuki coupling reaction. A new carbosilan...Carbosilane dendrimers with p-bromophenyl core were synthesized by alternating Grignard and hydrosilylation reaction. And the α-naphthalenyl was connected to the core by the Suzuki coupling reaction. A new carbosilane dendrimer with big π-conjugated structure [4-(naphthalen-l-yl)phenyl core] was given. It shows Suzuki coupling reaction is an effective and powerful core-functionalization method and the satisfactory result can be obtained through prolonging the reaction time with the increase of the generation of dendrimer.展开更多
Herein, well-dispersed Palladium(Pd) nanoparticles(NPs) with good catalytic activities were prepared using a wood nanomaterial(WNM) as a reductant and a supporting agent. Various factors that influenced the NP morphol...Herein, well-dispersed Palladium(Pd) nanoparticles(NPs) with good catalytic activities were prepared using a wood nanomaterial(WNM) as a reductant and a supporting agent. Various factors that influenced the NP morphologies, including reaction time, temperature, and precursor concentration were studied. The as-prepared Pd NPs/WNM showed good catalytic performance for Suzuki coupling reactions.展开更多
Suzuki-Miyaura(S-M)is regarded the most powerful way for synthesis biaryls,triaryls,or incorporating of substituted aryl moieties in organic preparation by the cross-coupling of aryl boronic acid with aryl halides usi...Suzuki-Miyaura(S-M)is regarded the most powerful way for synthesis biaryls,triaryls,or incorporating of substituted aryl moieties in organic preparation by the cross-coupling of aryl boronic acid with aryl halides using the Pd catalyst.This work reports the combining of the hydrothermal and microwaveassisted protocol to convert the glucose to magnetic carbon spheres(Fe_(3)O_(4)-CSPs)decorated with Pd nanoparticles(NPs)as the catalyst for Suzuki-Miyaura cross-coupling reactions.The physicochemical properties in the produced composite were examined using FESEM,HRTEM,nitrogen isotherms,Raman spectroscopy,FTIR,XPS,and XRD.The as-fabricated composite Pd/Fe_(3)O_(4)-CSPs is mostly spherical with a core–shell structure and possesses a great surface area of 253.2 m^(2).g^(-1).Its catalytic performance demonstrates that the composite has excellent stability and high tolerance Suzuki-Miyaura crosscoupling reactions in 30 min at 80℃.Both activated and deactivated aryl halides provided excellent yield.The as-fabricated catalyst was recycled for up to four catalytic cycles without a substantial decline in performance.Moreover,this research offers a facile roadmap for synthesizing Pd/Fe_(3)O_(4)-CSPs composites and promoting the practical implementation of Pd/Fe_(3)O_(4)-CSPs catalysts for organic transformation processes.展开更多
Isotetronic acids are of great agricultural and pharmacological relevance and occur in a number of natural products. A convenient synthetic pathway to β-aryl substituted isotetronic acid derivatives was developed via...Isotetronic acids are of great agricultural and pharmacological relevance and occur in a number of natural products. A convenient synthetic pathway to β-aryl substituted isotetronic acid derivatives was developed via Suzuki cross-coupling of the corresponding β-bromo substituted isotetronic acid derivatives with arylboronic acids under palladium acetate catalysis. Good to excellent yields have been achieved展开更多
Abietane diterpenes and miltirone series have shown important activities and for medical purposes in order to achieve the total synthesis of 1-oxomiltrone 1 and miltirone 4,a versatile intermediate 6 was found.The com...Abietane diterpenes and miltirone series have shown important activities and for medical purposes in order to achieve the total synthesis of 1-oxomiltrone 1 and miltirone 4,a versatile intermediate 6 was found.The compound 6 could be used as a precursor A-B-C rings with different oxidative degrees in selected abietane diterpenes when synthesized through high yield Suzuki reaction and subsequent cyclization,and total synthesis of 1-oxomiltirone(1)has been achieved.展开更多
Substituted polyaryls were synthesized successfully via sterically hindered double Suzuki cross-couplings of arylboronic acids with aryl dibromides in the presence of Pd(PPh3)4 and KOtBu within a very short time. ?...Substituted polyaryls were synthesized successfully via sterically hindered double Suzuki cross-couplings of arylboronic acids with aryl dibromides in the presence of Pd(PPh3)4 and KOtBu within a very short time. ?2009 Guo Hua Gao. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.展开更多
Monodispersed palladium phosphide(Pd_(3)P)(5.2 ± 0.5 nm) was firstly applied to photocatalytic Suzuki coupling reaction under visible light irradiation with CdS nanoflake as a photo sensitizer.This heterogeneous ...Monodispersed palladium phosphide(Pd_(3)P)(5.2 ± 0.5 nm) was firstly applied to photocatalytic Suzuki coupling reaction under visible light irradiation with CdS nanoflake as a photo sensitizer.This heterogeneous system exhibited high yields to corresponding products and excellent stability in alcohol solvent at room temperature.展开更多
A highly efficient Pd/C-catalyzed ligandless, heterogeneous Suzuki reaction of p-(un)substituted phenyl halide with (p-substituted phenyl)boronic acid in DMF/H2O solvent in a short reaction time (0.5 h) at 75 ℃...A highly efficient Pd/C-catalyzed ligandless, heterogeneous Suzuki reaction of p-(un)substituted phenyl halide with (p-substituted phenyl)boronic acid in DMF/H2O solvent in a short reaction time (0.5 h) at 75 ℃ was developed. The key for such a catalytic system was the addition of 1 equivalent of tetrabutylammonium bromide. A wide variety of substituents can be tolerated and high yields of cross coupling products were achieved. The palladium catalyst can be easily recovered and reused without significantly decreasing its efficiency.展开更多
The palladium(Pd)-catalyzed Suzuki reaction is widely applied in the pharmaceutical industry,where constructing highly active and low-cost Pd sites are impendent.Here,we report the fabrication of a heterogeneous Pd/Ti...The palladium(Pd)-catalyzed Suzuki reaction is widely applied in the pharmaceutical industry,where constructing highly active and low-cost Pd sites are impendent.Here,we report the fabrication of a heterogeneous Pd/Tio2 catalyst via engineering of an electronic structure of a single Pd_(1)atom on monolayered Ti_(0.87)O_(2)nanosheet(Pd_(1)-Ti_(0.87)O_(2)).This catalyst motivated the kinetically sluggish C-Br cleavage,thus boosting the Suzuki reaction at room temperature.Pd_(1)-Ti_(0.87)O_(2)exhibited an outstanding activity with turnover frequency(TOF)of 11,110 h-1,exceeding that of PdCl_(2)and Pd(OAc)_(2)catalysts by a factor of>200.Various in situ techniques were employed to investigate the C-Br activation process,which showed that Pd_(1)kinetic-feasibly dissociated the chemisorbed bromobenzene,especially the C-Br bond cleavage.Theoretical calculations further revealed that the improved activity is ascribed to the optimized charge state of Pd_(1)within the Pd_(1)O4 realm via charge transfer.展开更多
Over the past 20 years, small molecule solid phase synthesis has become a powerful tool in the discovery of novel molecular materials. In the development of organic chemistry, the carbon-carbon bond formation has alwa...Over the past 20 years, small molecule solid phase synthesis has become a powerful tool in the discovery of novel molecular materials. In the development of organic chemistry, the carbon-carbon bond formation has always been one of the most useful and fundamental reaction. The current review summarizes recent developments in metal-catalyzed coupling reactions. The following method is discussed in detail—the cross-coupling of aryl halides with aryl boronic acids (the Suzuki coupling), and the others C-C bond formation reactions as the palladium-catalyzed reaction between an aryl and (or) alkyl halide and a vinyl functionality (the Heck reaction);and the palladium-catalyzed cross-coupling reaction of organostannyl reagents with a variety of organic electrophiles (the Stille reaction)—are mentioned.展开更多
Flurbiprofen 1, an excellent nonsteroidal antiinflammatory drug, was synthesized in 5 steps in 69% overall yield. The key step of constructing the biaryl fragment was successfully achieved via Pd/C-catalyzed Suzuki co...Flurbiprofen 1, an excellent nonsteroidal antiinflammatory drug, was synthesized in 5 steps in 69% overall yield. The key step of constructing the biaryl fragment was successfully achieved via Pd/C-catalyzed Suzuki coupling reaction in water using sodium tetraphenylborate as phenylation reagent.展开更多
Valsartan 1, one of the most important agents used in antihypertensive therapy today, was synthesized starting from L-valin methyl ester hydrochloride 2 through four steps in an overall yield of 60%. The key step invo...Valsartan 1, one of the most important agents used in antihypertensive therapy today, was synthesized starting from L-valin methyl ester hydrochloride 2 through four steps in an overall yield of 60%. The key step involves the palladium-catalyzed Suzuki coupling. This method overcomes many of the drawbacks associated with the previously reported syntheses and is more suitable for industrial production.展开更多
Nickel(II) complexes Ni(L1)2 (1) and Ni(L2)2·CH3CN·H2O (2) (L1Cl = 2-(3-benzyl- 2,3-dihydroimidazlo-1-yl)-N-(pyridin-2-yl)acetamide, chloride salt, L2Cl = 2-(3-naphthalene-2- ylmethyl)-2,3-d...Nickel(II) complexes Ni(L1)2 (1) and Ni(L2)2·CH3CN·H2O (2) (L1Cl = 2-(3-benzyl- 2,3-dihydroimidazlo-1-yl)-N-(pyridin-2-yl)acetamide, chloride salt, L2Cl = 2-(3-naphthalene-2- ylmethyl)-2,3-dihydro-imidazlo-1-yl)-N-phenylacetamide, chloride salt) with amide-functionalized imidazolium NHC ligand were synthesized and determined by single-crystal X-ray diffraction. Complex 1 crystallizes in the monoclinic system, space group P21/cwith a = 9.2561(19), b = 15.138(3), c = 20.750(4) A, β = 90.216(3)°, V = 2907.3(10) A^3 and Z = 4. Complex 2 crystallizes in the orthorhombic system, space group Pbca with a = 15.5469(16), b = 15.3521(15), c = 31.177(3) A, V = 7441.2(13) ?3 and Z = 8. They are stable in the air and formed via intermolecular weak interactions, including C-H···π contacts and C–H···O hydrogen bonds. Complex 1 was applied in Suzuki coupling reaction through the investigation of reaction conditions under the optimal choice conditions: 80 ℃, K3PO4, 3% mol catalysts, 6% mol PPh3 and toluene as solvent system could afford 96% yield in 5 h.展开更多
The system,Pd(OAc)_2/imidazolium salts(L_2),was found as an efficient catalyst in the Heck coupling reaction of olefins with aryl halides and Suzuki reactions of various aryl halides with aryl boronic acids under ...The system,Pd(OAc)_2/imidazolium salts(L_2),was found as an efficient catalyst in the Heck coupling reaction of olefins with aryl halides and Suzuki reactions of various aryl halides with aryl boronic acids under aerobic condition.This catalytic system demonstrates great tolerance to a wide range of groups on all substrates of aryl halides,alkenes and aryl boronic acids.展开更多
A practical procedure for palladium catalyzed Suzuki cross-coupling reaction of arylboronic acids with aryl hal-ides, including aryl chlorides in molten tetra-n-butylammonium bromide (TBAB) was developed. The reaction...A practical procedure for palladium catalyzed Suzuki cross-coupling reaction of arylboronic acids with aryl hal-ides, including aryl chlorides in molten tetra-n-butylammonium bromide (TBAB) was developed. The reaction exhibits high efficiency and functional group tolerance. The recovery of the catalyst and molten n-Bu4NBr was also investigated.展开更多
Magnetic nanoparticle-supported Pd/Fe3O4 was readily prepared and proved to be versatile catalyst for efficient Suzuki cross-coupling reaction, and the reduction of nitroarenes under mild conditions (balloon H2 press...Magnetic nanoparticle-supported Pd/Fe3O4 was readily prepared and proved to be versatile catalyst for efficient Suzuki cross-coupling reaction, and the reduction of nitroarenes under mild conditions (balloon H2 pressure and room temperature). The catalyst could be conveniently recovered and reused several times with sustained catalytic activity.展开更多
A series of linear and X-shaped oligo(para-phenylene) derivatives functionalized with fluorene ethynylenes 1,3 and 4 were synthesized through sequent Sonogashira coupling and Suzuki-Miyaura reaction in high yield.Th...A series of linear and X-shaped oligo(para-phenylene) derivatives functionalized with fluorene ethynylenes 1,3 and 4 were synthesized through sequent Sonogashira coupling and Suzuki-Miyaura reaction in high yield.The electron-donating group-OCH3 and electron-withdrawing counterparts-CF3 were introduced to tune the spectra properties of compounds 3 and 4.The detail investigation of their photophysical properties in solution and film indicated that the introduction of both -OCH3 and -CF3 makes maximum emission distinct red-shift in comparison with parent compound 1,but the latter more prominently.展开更多
The title compounds 3-(3,5-bis(trifluoromethyl)phenyl)quinoline (1) and 3-(4- fluoro-3-methylphenyl)quinoline (2) were synthesized through Suzuki-Miyaura Cross coupling reaction of 3-bromoquinoloine with ary...The title compounds 3-(3,5-bis(trifluoromethyl)phenyl)quinoline (1) and 3-(4- fluoro-3-methylphenyl)quinoline (2) were synthesized through Suzuki-Miyaura Cross coupling reaction of 3-bromoquinoloine with aryl boronic acids. The title compounds were characterized by single-crystal X-ray diffraction, 1H NMR, 13C NMR, El-MS, elemental analysis and IR. The crystals of 3-(3,5-bis(trifluoromethyl)phenyl)quinoline (C17H9F6N, Mr = 341.25) belongs to the monoclinic system, space group P21n, a = 12.3072(13), b = 4.9378(6), c = 24.493(2) A, V= 1473.1(3) A3, Z = 4, Dc = 1.539 Mg m-3, 2 - 0.71073A, μ = 0.144 mm^-1, F(000) = 688, the final R = 0.0715 and wR = 0.1873 for 1875 obserwed reflections with I 〉 2σ(I) and the crystal of 3-(4-fluoro-3- methylphenyl)quinoline (C16H12FN, Mr= 237.27) belongs to the orthorhombic system, space group Pca21, a = 23.794(2), b = 3.9094(3), c = 25.669(2) A, V = 2387.7(4) A3, Z = 8, D, = 1.320 Mg m-3, 2 = 0.71073 A, μ = 0.088 mm-1, F(000) = 992, the final R = 0.0534 and wR = 0.1188 for 2270 observed reflections with I 〉 2σ(I).展开更多
基金Project supported by the National Natural Science Foundation of China(No.20172016)Shanghai Science&Technology Council(04JC14032).
文摘Suzuki cross-coupling reaction of phenylboronic acid with aryl halides catalyzed by cyclopalladated complexes of tertiary arylamines immobilized in ionic liquid [Bmim]^+BF4^- was reported. The catalytic system proved to be efficient and be reused at least 3 times without significant loss of activity.
文摘Carbosilane dendrimers with p-bromophenyl core were synthesized by alternating Grignard and hydrosilylation reaction. And the α-naphthalenyl was connected to the core by the Suzuki coupling reaction. A new carbosilane dendrimer with big π-conjugated structure [4-(naphthalen-l-yl)phenyl core] was given. It shows Suzuki coupling reaction is an effective and powerful core-functionalization method and the satisfactory result can be obtained through prolonging the reaction time with the increase of the generation of dendrimer.
基金supported by the Hebei Key Discipline Construction Project
文摘Herein, well-dispersed Palladium(Pd) nanoparticles(NPs) with good catalytic activities were prepared using a wood nanomaterial(WNM) as a reductant and a supporting agent. Various factors that influenced the NP morphologies, including reaction time, temperature, and precursor concentration were studied. The as-prepared Pd NPs/WNM showed good catalytic performance for Suzuki coupling reactions.
文摘Suzuki-Miyaura(S-M)is regarded the most powerful way for synthesis biaryls,triaryls,or incorporating of substituted aryl moieties in organic preparation by the cross-coupling of aryl boronic acid with aryl halides using the Pd catalyst.This work reports the combining of the hydrothermal and microwaveassisted protocol to convert the glucose to magnetic carbon spheres(Fe_(3)O_(4)-CSPs)decorated with Pd nanoparticles(NPs)as the catalyst for Suzuki-Miyaura cross-coupling reactions.The physicochemical properties in the produced composite were examined using FESEM,HRTEM,nitrogen isotherms,Raman spectroscopy,FTIR,XPS,and XRD.The as-fabricated composite Pd/Fe_(3)O_(4)-CSPs is mostly spherical with a core–shell structure and possesses a great surface area of 253.2 m^(2).g^(-1).Its catalytic performance demonstrates that the composite has excellent stability and high tolerance Suzuki-Miyaura crosscoupling reactions in 30 min at 80℃.Both activated and deactivated aryl halides provided excellent yield.The as-fabricated catalyst was recycled for up to four catalytic cycles without a substantial decline in performance.Moreover,this research offers a facile roadmap for synthesizing Pd/Fe_(3)O_(4)-CSPs composites and promoting the practical implementation of Pd/Fe_(3)O_(4)-CSPs catalysts for organic transformation processes.
基金the Municipal Government of Shanghai (No.03DZ19209) and Shanghai Hua-Yi Group for financial support.
文摘Isotetronic acids are of great agricultural and pharmacological relevance and occur in a number of natural products. A convenient synthetic pathway to β-aryl substituted isotetronic acid derivatives was developed via Suzuki cross-coupling of the corresponding β-bromo substituted isotetronic acid derivatives with arylboronic acids under palladium acetate catalysis. Good to excellent yields have been achieved
基金We would like to thank the Programs of“One Hundred Talented People”for its financial support.
文摘Abietane diterpenes and miltirone series have shown important activities and for medical purposes in order to achieve the total synthesis of 1-oxomiltrone 1 and miltirone 4,a versatile intermediate 6 was found.The compound 6 could be used as a precursor A-B-C rings with different oxidative degrees in selected abietane diterpenes when synthesized through high yield Suzuki reaction and subsequent cyclization,and total synthesis of 1-oxomiltirone(1)has been achieved.
基金supported by National Natural Science Foundation of China(No.20873041)Shanghai Leading Academic Discipline Project(No.B409).
文摘Substituted polyaryls were synthesized successfully via sterically hindered double Suzuki cross-couplings of arylboronic acids with aryl dibromides in the presence of Pd(PPh3)4 and KOtBu within a very short time. ?2009 Guo Hua Gao. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.
基金the financial support from the Strategic Priority Research Program of the Chinese Academy of Sciences (No. XDB17000000)the National Natural Science Foundation of China (Nos.21773275 and 21971250)the financial support from K.C.Wong Education Foundation and the CAS-Croucher Funding Scheme for Joint Laboratories。
文摘Monodispersed palladium phosphide(Pd_(3)P)(5.2 ± 0.5 nm) was firstly applied to photocatalytic Suzuki coupling reaction under visible light irradiation with CdS nanoflake as a photo sensitizer.This heterogeneous system exhibited high yields to corresponding products and excellent stability in alcohol solvent at room temperature.
文摘A highly efficient Pd/C-catalyzed ligandless, heterogeneous Suzuki reaction of p-(un)substituted phenyl halide with (p-substituted phenyl)boronic acid in DMF/H2O solvent in a short reaction time (0.5 h) at 75 ℃ was developed. The key for such a catalytic system was the addition of 1 equivalent of tetrabutylammonium bromide. A wide variety of substituents can be tolerated and high yields of cross coupling products were achieved. The palladium catalyst can be easily recovered and reused without significantly decreasing its efficiency.
基金This study was supported financially by the National Natural Science Foundation of China(grant nos.91961125,21905019,and 21903001)the Fundamental Research Funds for the Central Universities(grant nos.2018JBZ107 and 2019RC035)+2 种基金the Ministry of Science and Technology of China(grant no.2018YFE0124600)the Chemistry and Chemical Engineering Guangdong Laboratory(grant no.1932004)the Natural Science Foundation of Anhui Province(grant no.1908085QB58)。
文摘The palladium(Pd)-catalyzed Suzuki reaction is widely applied in the pharmaceutical industry,where constructing highly active and low-cost Pd sites are impendent.Here,we report the fabrication of a heterogeneous Pd/Tio2 catalyst via engineering of an electronic structure of a single Pd_(1)atom on monolayered Ti_(0.87)O_(2)nanosheet(Pd_(1)-Ti_(0.87)O_(2)).This catalyst motivated the kinetically sluggish C-Br cleavage,thus boosting the Suzuki reaction at room temperature.Pd_(1)-Ti_(0.87)O_(2)exhibited an outstanding activity with turnover frequency(TOF)of 11,110 h-1,exceeding that of PdCl_(2)and Pd(OAc)_(2)catalysts by a factor of>200.Various in situ techniques were employed to investigate the C-Br activation process,which showed that Pd_(1)kinetic-feasibly dissociated the chemisorbed bromobenzene,especially the C-Br bond cleavage.Theoretical calculations further revealed that the improved activity is ascribed to the optimized charge state of Pd_(1)within the Pd_(1)O4 realm via charge transfer.
基金gratefully acknowledged for the financial support of the Polish National Centre of Progress of Explorations Grant no.NR05-0017-10/2010 and Wroclaw University of Technology.
文摘Over the past 20 years, small molecule solid phase synthesis has become a powerful tool in the discovery of novel molecular materials. In the development of organic chemistry, the carbon-carbon bond formation has always been one of the most useful and fundamental reaction. The current review summarizes recent developments in metal-catalyzed coupling reactions. The following method is discussed in detail—the cross-coupling of aryl halides with aryl boronic acids (the Suzuki coupling), and the others C-C bond formation reactions as the palladium-catalyzed reaction between an aryl and (or) alkyl halide and a vinyl functionality (the Heck reaction);and the palladium-catalyzed cross-coupling reaction of organostannyl reagents with a variety of organic electrophiles (the Stille reaction)—are mentioned.
基金We are grateful to Liaoning Natural Science Foundation for the Talent Doctors Fund(No.20041037)Magnus Ehrnrooths Foundation of Finland for the financial supports.
文摘Flurbiprofen 1, an excellent nonsteroidal antiinflammatory drug, was synthesized in 5 steps in 69% overall yield. The key step of constructing the biaryl fragment was successfully achieved via Pd/C-catalyzed Suzuki coupling reaction in water using sodium tetraphenylborate as phenylation reagent.
基金the National Natural Science Foundation of China (No.20272012)the Special Research Grant for Doctoral Sites in Chinese Universities (No.20010730001).
文摘Valsartan 1, one of the most important agents used in antihypertensive therapy today, was synthesized starting from L-valin methyl ester hydrochloride 2 through four steps in an overall yield of 60%. The key step involves the palladium-catalyzed Suzuki coupling. This method overcomes many of the drawbacks associated with the previously reported syntheses and is more suitable for industrial production.
基金supported by the National Natural Science Foundation of China(21102117)the Education Department of Sichuan Province(09ZX010)the College Student Science and Technology Innovation Key Foundation of China West Normal University
文摘Nickel(II) complexes Ni(L1)2 (1) and Ni(L2)2·CH3CN·H2O (2) (L1Cl = 2-(3-benzyl- 2,3-dihydroimidazlo-1-yl)-N-(pyridin-2-yl)acetamide, chloride salt, L2Cl = 2-(3-naphthalene-2- ylmethyl)-2,3-dihydro-imidazlo-1-yl)-N-phenylacetamide, chloride salt) with amide-functionalized imidazolium NHC ligand were synthesized and determined by single-crystal X-ray diffraction. Complex 1 crystallizes in the monoclinic system, space group P21/cwith a = 9.2561(19), b = 15.138(3), c = 20.750(4) A, β = 90.216(3)°, V = 2907.3(10) A^3 and Z = 4. Complex 2 crystallizes in the orthorhombic system, space group Pbca with a = 15.5469(16), b = 15.3521(15), c = 31.177(3) A, V = 7441.2(13) ?3 and Z = 8. They are stable in the air and formed via intermolecular weak interactions, including C-H···π contacts and C–H···O hydrogen bonds. Complex 1 was applied in Suzuki coupling reaction through the investigation of reaction conditions under the optimal choice conditions: 80 ℃, K3PO4, 3% mol catalysts, 6% mol PPh3 and toluene as solvent system could afford 96% yield in 5 h.
基金the Research Council of University of Maragheh for financially support of this workM.B.thanks the Sharif University of Technology for funding of this work
文摘The system,Pd(OAc)_2/imidazolium salts(L_2),was found as an efficient catalyst in the Heck coupling reaction of olefins with aryl halides and Suzuki reactions of various aryl halides with aryl boronic acids under aerobic condition.This catalytic system demonstrates great tolerance to a wide range of groups on all substrates of aryl halides,alkenes and aryl boronic acids.
文摘A practical procedure for palladium catalyzed Suzuki cross-coupling reaction of arylboronic acids with aryl hal-ides, including aryl chlorides in molten tetra-n-butylammonium bromide (TBAB) was developed. The reaction exhibits high efficiency and functional group tolerance. The recovery of the catalyst and molten n-Bu4NBr was also investigated.
基金Project supported by the National Natural Science Foundation of China (Nos. 20873166, 20625308).
文摘Magnetic nanoparticle-supported Pd/Fe3O4 was readily prepared and proved to be versatile catalyst for efficient Suzuki cross-coupling reaction, and the reduction of nitroarenes under mild conditions (balloon H2 pressure and room temperature). The catalyst could be conveniently recovered and reused several times with sustained catalytic activity.
基金Beijing Natural Science Foundation(No.2093033)Scientific Research Project of Beijing Educational Committee(Nos.KM 200910020012 and KM 201010020002) for financial support
文摘A series of linear and X-shaped oligo(para-phenylene) derivatives functionalized with fluorene ethynylenes 1,3 and 4 were synthesized through sequent Sonogashira coupling and Suzuki-Miyaura reaction in high yield.The electron-donating group-OCH3 and electron-withdrawing counterparts-CF3 were introduced to tune the spectra properties of compounds 3 and 4.The detail investigation of their photophysical properties in solution and film indicated that the introduction of both -OCH3 and -CF3 makes maximum emission distinct red-shift in comparison with parent compound 1,but the latter more prominently.
文摘The title compounds 3-(3,5-bis(trifluoromethyl)phenyl)quinoline (1) and 3-(4- fluoro-3-methylphenyl)quinoline (2) were synthesized through Suzuki-Miyaura Cross coupling reaction of 3-bromoquinoloine with aryl boronic acids. The title compounds were characterized by single-crystal X-ray diffraction, 1H NMR, 13C NMR, El-MS, elemental analysis and IR. The crystals of 3-(3,5-bis(trifluoromethyl)phenyl)quinoline (C17H9F6N, Mr = 341.25) belongs to the monoclinic system, space group P21n, a = 12.3072(13), b = 4.9378(6), c = 24.493(2) A, V= 1473.1(3) A3, Z = 4, Dc = 1.539 Mg m-3, 2 - 0.71073A, μ = 0.144 mm^-1, F(000) = 688, the final R = 0.0715 and wR = 0.1873 for 1875 obserwed reflections with I 〉 2σ(I) and the crystal of 3-(4-fluoro-3- methylphenyl)quinoline (C16H12FN, Mr= 237.27) belongs to the orthorhombic system, space group Pca21, a = 23.794(2), b = 3.9094(3), c = 25.669(2) A, V = 2387.7(4) A3, Z = 8, D, = 1.320 Mg m-3, 2 = 0.71073 A, μ = 0.088 mm-1, F(000) = 992, the final R = 0.0534 and wR = 0.1188 for 2270 observed reflections with I 〉 2σ(I).