As one of the few renewable aromatic resources,the research of depolymerization of lignin into highvalue chemicals has attracted extensive attention in recent years.Catalytic wet aerobic oxidation(CWAO)is an effective...As one of the few renewable aromatic resources,the research of depolymerization of lignin into highvalue chemicals has attracted extensive attention in recent years.Catalytic wet aerobic oxidation(CWAO)is an effective technology to convert lignin like sodium lignosulfonate(SL),a lignin derivative,into aromatic aldehydes such as vanillin and syringaldehyde.However,how to improve the yield of aromatic aldehyde and conversion efficiency is still a challenge,and many operating conditions that significantly affect the yield of these aromatic compounds have rarely been investigated systematically.In this work,we adopted the stirred tank reactor(STR)for the CWAO process with nano-CuO as catalyst to achieve the conversion of SL into vanillin and syringaldehyde.The effect of operating conditions including reaction time,oxygen partial pressure,reaction temperature,SL concentration,rotational speed,catalyst amount,and NaOH concentration on the yield of single phenolic compound was systematically investigated.The results revealed that all these operating conditions exhibit a significant effect on the aromatic aldehyde yield.Therefore,they should be regulated in an optimal value to obtain high yield of these aldehydes.More importantly,the reaction kinetics of the lignin oxidation was explored.This work could provide basic data for the optimization and design of industrial operation of lignin oxidation.展开更多
Green,mild and efficient iodination of hydroxylated aromatic aldehydes and ketones using iodine and iodic acid in the solidstate by grinding under solvent-free conditions at room temperature.This method provides sever...Green,mild and efficient iodination of hydroxylated aromatic aldehydes and ketones using iodine and iodic acid in the solidstate by grinding under solvent-free conditions at room temperature.This method provides several advantages such as environmentally friendly,short reaction times,high yields,non-hazardous and simple work-up procedure.展开更多
The aldol condensation reactions of acetylferrocene with several aromatic aldehydes have been studied in the solid state.The results showed that they revealed different reactivities in the solid slate from that in sol...The aldol condensation reactions of acetylferrocene with several aromatic aldehydes have been studied in the solid state.The results showed that they revealed different reactivities in the solid slate from that in solution and eight compounds have been prepared. Their structures have been characterized by UV,IR,1~HNMR,HS and elemental analysis.展开更多
The reduction of TiCl4(THF)2 with Al in CH2Cl2 gave a green solution of [Ti2(μ-Cl)2Cl4· (THF)4] (1) which was found to promote the reductive homocoupling of aromatic aldehydes to yield symmetrical 1, 2-diols wit...The reduction of TiCl4(THF)2 with Al in CH2Cl2 gave a green solution of [Ti2(μ-Cl)2Cl4· (THF)4] (1) which was found to promote the reductive homocoupling of aromatic aldehydes to yield symmetrical 1, 2-diols with high diasterepselectivities.展开更多
Under the condition of solid-liquid phase transfer catalysis, olefins were obtained by the reaction of p-nitrobenzyldibutyltelluronium bromide with aromatic aldehyde.Under the condition of liquid-liquid phase transfer...Under the condition of solid-liquid phase transfer catalysis, olefins were obtained by the reaction of p-nitrobenzyldibutyltelluronium bromide with aromatic aldehyde.Under the condition of liquid-liquid phase transfer catalysis,however,different products were obtained due to the reactivity of different bases or aldehydes.展开更多
The condensation of aromatic aldehydes with isopropylidene malonate or 5,5-dimethyl-1,3-cyclohexanedione is carried out by DMF as solvent without catalyst.
The electrochemical-voltammetry behavior of vanillin, heliotropin, anisaldehyde on the surface of Pt, Au electrodes in acid solution has been studied by means of the electrochemical cyclic voltammetry method. It was f...The electrochemical-voltammetry behavior of vanillin, heliotropin, anisaldehyde on the surface of Pt, Au electrodes in acid solution has been studied by means of the electrochemical cyclic voltammetry method. It was found that the electrochemical processes of them are irreversible on both Pt and Au electrodes. The electrochemical activity of vanillin is stronger than heliotropin's and heliotropin's is stronger than anisaldehyde's on Pt electrode. While the electrochemical activity of anisaldehyde is stronger than heliotropin's and vanillin's is the weakest on Au. The results indicate that when they are used as additives for electroplating, they must be consumptive, and it will improve the leveling ability of plating solution and brightness of the deposition layer.展开更多
Asymmetric pinacol coupling of aromatic aldehydes with TiCl4-Zn in the presence of enantiopure squaric acid amidoalcohols afforded 1, 2-diols in excellent yields with high dl- diastereoselectivities and enantioselecti...Asymmetric pinacol coupling of aromatic aldehydes with TiCl4-Zn in the presence of enantiopure squaric acid amidoalcohols afforded 1, 2-diols in excellent yields with high dl- diastereoselectivities and enantioselectivities in the range of 46-89% ee. Some factors influencing dl-diastereoselectivity and enantioselectivity were discussed.展开更多
The ccndensation reactions occurred when heating bis(perfluoroalkane- sulfonyl)methanes with aromatic aldehydes in acetic acid anhydride and gave high yields of 1-aryl-2,2-di(perfluoroalkanesulfonyl)ethylenes The perf...The ccndensation reactions occurred when heating bis(perfluoroalkane- sulfonyl)methanes with aromatic aldehydes in acetic acid anhydride and gave high yields of 1-aryl-2,2-di(perfluoroalkanesulfonyl)ethylenes The perfluoroalkanesulfonyl groups R_FSO_2 are known as the strongest electron-attracting substituents^(1-2).This property is often used in the activation of C-C multiple and 2,2'-C-H bonds.The synthesis and reactions of perfluoroalkanesulfonyl substituted alkenes and alkynes are of great interest in synthetic organic chemistry^(3-6). Recently,Hanack^7 reported the preparation of 2-aryl-l-(perfluoroalkane- sulfonyl)acrylonitrile R_FSO_2C(CN)=CHAr.However,he failed to obtain the 1,1-di(perfluoroalkanesulfonyl)alkenes by the Knoevenagel reaction of bis(perfluoroalkanesulfonyl)methane with aldehydes.展开更多
Chiral activated alkene, L-menthyl acrylate and (+)-N-α-phenylethyl acrylamide, induced asymmetric Baylis-HiUman reaction of aromatic aldehydes was realized at 25℃ for 7 days in Me3N/H2O/solvent homogeneous mediu...Chiral activated alkene, L-menthyl acrylate and (+)-N-α-phenylethyl acrylamide, induced asymmetric Baylis-HiUman reaction of aromatic aldehydes was realized at 25℃ for 7 days in Me3N/H2O/solvent homogeneous medium. The corresponding Baylis-Hillman adducts were obtained in good chemical yield with moderate to excellent diastereoselectivity (up to 99% de).展开更多
Solid state photochemical reactions of antipyrine with 5-formyl-1,3- dimethyluracil,p-nitrobenzaldehyde and p-hydroxybenzaldehyde have been described.The structures of 4 hey compounds obtained were determined by IR,UV...Solid state photochemical reactions of antipyrine with 5-formyl-1,3- dimethyluracil,p-nitrobenzaldehyde and p-hydroxybenzaldehyde have been described.The structures of 4 hey compounds obtained were determined by IR,UV,\+1HNHR,ns and elemental analysis.展开更多
The title compounds 3 and 4 condensed with aromatic aldehydes to give a--aroylsicinnamoyl ketene cyclic dithioacetals 5 and 6 with sodium ethoxide as the base. The stereochemistryofs and 6 was assigned as E-configurat...The title compounds 3 and 4 condensed with aromatic aldehydes to give a--aroylsicinnamoyl ketene cyclic dithioacetals 5 and 6 with sodium ethoxide as the base. The stereochemistryofs and 6 was assigned as E-configuration by 1H NMR.展开更多
A facile, one-pot synthesis of new phenanthridine derivatives by a three-component reaction between phenantridine, dialkyl acetylenedicarboxylates(DAADs), and aromatic aldehydes is described. The reaction is charact...A facile, one-pot synthesis of new phenanthridine derivatives by a three-component reaction between phenantridine, dialkyl acetylenedicarboxylates(DAADs), and aromatic aldehydes is described. The reaction is characterized by mild conditions, high selectivity, and tolerance to various functional groups.展开更多
Photosynthesis of organic compounds in coupling with promoted hydrogen evolution under mild conditions of light irradiation is considered as one of the most efficient and promising approach to obtain high purity hydro...Photosynthesis of organic compounds in coupling with promoted hydrogen evolution under mild conditions of light irradiation is considered as one of the most efficient and promising approach to obtain high purity hydrogen and value-added chemicals concurrently by utilizing green solar energy.Here,we report the synthesis of Ni S nanoparticle-modified Cd S nanorod composites(Ni S/Cd S)as an efficient bifunctional catalyst for the highly selective photocatalytic synthesis of high-value-added product benzaldehyde(BAD)from aqueous solution of benzyl alcohol(BA)under oxygen-free conditions,in accompanying with the efficient hydrogen evolution.The synergetic catalytic effect between Ni S and Cd S is proposed to play an important role in elevating the photo-redox performance.The composition-optimized 30%Ni S/Cd S catalyst affords an extraordinarily high H;generation rate of 207.8μmol h^(-1)and a simultaneous BAD generation rate of 163.8μmol h^(-1)under visible light irradiation,which are respectively 139 and 950 times higher than those of Cd S without Ni S modification.To our knowledge,these are the highest photocatalytic production rates of both H_(2)and aldehyde ever reported on the concurrent photocatalytic of aldehyde synthesis and hydrogen evolution in green aqueous solution.This work provides a highly efficient photosynthesis strategy for the concurrent productions of high-value-added fine chemicals and hydrogen.展开更多
In this work we synthesized new derivatives from Phenyl Hydrazine and series of different Aldehydes (derivatives of benzylidenes). The synthesized compounds contain different aromatic Aldehydes which attached by Benze...In this work we synthesized new derivatives from Phenyl Hydrazine and series of different Aldehydes (derivatives of benzylidenes). The synthesized compounds contain different aromatic Aldehydes which attached by Benzene ring via Hydrazine moiety in glacial acetic acid. These derivatives were characterized by TLC, melting points, Infrared Red, Proton Nuclear Magnetic Resonance, Carbon Thirteen Nuclear Magnetic Resonance and Mass Spectroscopy. Finally, these synthesized derivatives were tested for antiproliferative activity against multiple normal and cancerous cell lines, HepG2 (Liver cancer) and MCF-7 (Breast cancer) cell lines were used for cytotoxic assay.展开更多
Under microwave irradiation, the one-pot multicomponent condensation reaction of three moles of aromatic aldehydes with two moles of cyclic ketones having free a,a'-methylene positions such as cyclopentanone or cyclo...Under microwave irradiation, the one-pot multicomponent condensation reaction of three moles of aromatic aldehydes with two moles of cyclic ketones having free a,a'-methylene positions such as cyclopentanone or cyclohexanone in the presence of ammonium acetate and acetic acid afforded dicycloalkenopyridines with two a-arylidene groups in high yields. Under the similar reaction condition, the reaction of aromatic aldehydes with 1-tetralone having only one a-methylene position alternatively resulted in 10-aryl-2,3:5,6-dibenzoacridines.展开更多
A simple and efficient procedure for the synthesis of 2-arylquinazolin-4(3H)-ones has been developed through cyclocondensation of 2-aminobenzamide with aromatic aldehydes using tetrabutylammonium bromide(TBAB) as ...A simple and efficient procedure for the synthesis of 2-arylquinazolin-4(3H)-ones has been developed through cyclocondensation of 2-aminobenzamide with aromatic aldehydes using tetrabutylammonium bromide(TBAB) as novel neutral ionic liquid catalyst in the presence of copper(Ⅱ) chloride(CuCl;) as oxidizing agent under solvent-free conditions at 100℃.In the absence of CuCl;and under a nitrogen atmosphere,the unoxidized intermediates,2-aryl-2,3-dihydroquinazolin-4(1H)-ones,were isolated. Treatment of these intermediates with CuCl;in TBAB media gave the oxidized products 2-arylquinazolin-4(3H)-ones.On the other hand,cyclocondensation of 2-aminobenzamide with aromatic aldehydes in TBAB under microwave irradiation directly gave 2- arylquinazolin-4(3H)-ones.展开更多
A new wo-armed?acyclic diamide Ia 2, 6-bis(1-ethanecarbozamido-2-amino)pyridine, and a new series of aromatic aldehyde schiff bases containing pyridine ring and amide bridge, IIa-f, were prepared. The compounds were...A new wo-armed?acyclic diamide Ia 2, 6-bis(1-ethanecarbozamido-2-amino)pyridine, and a new series of aromatic aldehyde schiff bases containing pyridine ring and amide bridge, IIa-f, were prepared. The compounds were characterized by elemental analysis, IR, 1HNMR and MS. The bioactivity half inhibitory concentration C1/2 is given.展开更多
Some new 2-aryl-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-ones have been prepared through cyclocondensation of 2-amino 1H-pyrrole-3-carboxamides with aromatic aldehydes followed by air oxidation in the presence of 3-me...Some new 2-aryl-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-ones have been prepared through cyclocondensation of 2-amino 1H-pyrrole-3-carboxamides with aromatic aldehydes followed by air oxidation in the presence of 3-methyl-1-(4-sulfonic acid)butylimidazolium hydrogen sulfate[(CH;);SO;HMIM][HSO;],a Br(?)nsted-acidic ionic liquid,as a green and reusable catalyst in solvent-free conditions.展开更多
基金supported by the National Key Research and Development Program of China(2019YFA0210302)the National Natural Science Foundation of China(21878009).
文摘As one of the few renewable aromatic resources,the research of depolymerization of lignin into highvalue chemicals has attracted extensive attention in recent years.Catalytic wet aerobic oxidation(CWAO)is an effective technology to convert lignin like sodium lignosulfonate(SL),a lignin derivative,into aromatic aldehydes such as vanillin and syringaldehyde.However,how to improve the yield of aromatic aldehyde and conversion efficiency is still a challenge,and many operating conditions that significantly affect the yield of these aromatic compounds have rarely been investigated systematically.In this work,we adopted the stirred tank reactor(STR)for the CWAO process with nano-CuO as catalyst to achieve the conversion of SL into vanillin and syringaldehyde.The effect of operating conditions including reaction time,oxygen partial pressure,reaction temperature,SL concentration,rotational speed,catalyst amount,and NaOH concentration on the yield of single phenolic compound was systematically investigated.The results revealed that all these operating conditions exhibit a significant effect on the aromatic aldehyde yield.Therefore,they should be regulated in an optimal value to obtain high yield of these aldehydes.More importantly,the reaction kinetics of the lignin oxidation was explored.This work could provide basic data for the optimization and design of industrial operation of lignin oxidation.
文摘Green,mild and efficient iodination of hydroxylated aromatic aldehydes and ketones using iodine and iodic acid in the solidstate by grinding under solvent-free conditions at room temperature.This method provides several advantages such as environmentally friendly,short reaction times,high yields,non-hazardous and simple work-up procedure.
文摘The aldol condensation reactions of acetylferrocene with several aromatic aldehydes have been studied in the solid state.The results showed that they revealed different reactivities in the solid slate from that in solution and eight compounds have been prepared. Their structures have been characterized by UV,IR,1~HNMR,HS and elemental analysis.
文摘The reduction of TiCl4(THF)2 with Al in CH2Cl2 gave a green solution of [Ti2(μ-Cl)2Cl4· (THF)4] (1) which was found to promote the reductive homocoupling of aromatic aldehydes to yield symmetrical 1, 2-diols with high diasterepselectivities.
文摘Under the condition of solid-liquid phase transfer catalysis, olefins were obtained by the reaction of p-nitrobenzyldibutyltelluronium bromide with aromatic aldehyde.Under the condition of liquid-liquid phase transfer catalysis,however,different products were obtained due to the reactivity of different bases or aldehydes.
文摘The condensation of aromatic aldehydes with isopropylidene malonate or 5,5-dimethyl-1,3-cyclohexanedione is carried out by DMF as solvent without catalyst.
文摘The electrochemical-voltammetry behavior of vanillin, heliotropin, anisaldehyde on the surface of Pt, Au electrodes in acid solution has been studied by means of the electrochemical cyclic voltammetry method. It was found that the electrochemical processes of them are irreversible on both Pt and Au electrodes. The electrochemical activity of vanillin is stronger than heliotropin's and heliotropin's is stronger than anisaldehyde's on Pt electrode. While the electrochemical activity of anisaldehyde is stronger than heliotropin's and vanillin's is the weakest on Au. The results indicate that when they are used as additives for electroplating, they must be consumptive, and it will improve the leveling ability of plating solution and brightness of the deposition layer.
文摘Asymmetric pinacol coupling of aromatic aldehydes with TiCl4-Zn in the presence of enantiopure squaric acid amidoalcohols afforded 1, 2-diols in excellent yields with high dl- diastereoselectivities and enantioselectivities in the range of 46-89% ee. Some factors influencing dl-diastereoselectivity and enantioselectivity were discussed.
文摘The ccndensation reactions occurred when heating bis(perfluoroalkane- sulfonyl)methanes with aromatic aldehydes in acetic acid anhydride and gave high yields of 1-aryl-2,2-di(perfluoroalkanesulfonyl)ethylenes The perfluoroalkanesulfonyl groups R_FSO_2 are known as the strongest electron-attracting substituents^(1-2).This property is often used in the activation of C-C multiple and 2,2'-C-H bonds.The synthesis and reactions of perfluoroalkanesulfonyl substituted alkenes and alkynes are of great interest in synthetic organic chemistry^(3-6). Recently,Hanack^7 reported the preparation of 2-aryl-l-(perfluoroalkane- sulfonyl)acrylonitrile R_FSO_2C(CN)=CHAr.However,he failed to obtain the 1,1-di(perfluoroalkanesulfonyl)alkenes by the Knoevenagel reaction of bis(perfluoroalkanesulfonyl)methane with aldehydes.
基金the National Natural Science Foundation of China(20472033)the Ph.D.Programs of Ministry of Education of China(No.20020055002)for generous financial support for our programs.
文摘Chiral activated alkene, L-menthyl acrylate and (+)-N-α-phenylethyl acrylamide, induced asymmetric Baylis-HiUman reaction of aromatic aldehydes was realized at 25℃ for 7 days in Me3N/H2O/solvent homogeneous medium. The corresponding Baylis-Hillman adducts were obtained in good chemical yield with moderate to excellent diastereoselectivity (up to 99% de).
文摘Solid state photochemical reactions of antipyrine with 5-formyl-1,3- dimethyluracil,p-nitrobenzaldehyde and p-hydroxybenzaldehyde have been described.The structures of 4 hey compounds obtained were determined by IR,UV,\+1HNHR,ns and elemental analysis.
文摘The title compounds 3 and 4 condensed with aromatic aldehydes to give a--aroylsicinnamoyl ketene cyclic dithioacetals 5 and 6 with sodium ethoxide as the base. The stereochemistryofs and 6 was assigned as E-configuration by 1H NMR.
文摘A facile, one-pot synthesis of new phenanthridine derivatives by a three-component reaction between phenantridine, dialkyl acetylenedicarboxylates(DAADs), and aromatic aldehydes is described. The reaction is characterized by mild conditions, high selectivity, and tolerance to various functional groups.
基金This work was supported by the Natural Science Foundation of Shanghai(21ZR1418700)the China Postdoctoral Science Foundation funded project(2020T130193)the Fundamental Research Funds for the Central Universities。
文摘Photosynthesis of organic compounds in coupling with promoted hydrogen evolution under mild conditions of light irradiation is considered as one of the most efficient and promising approach to obtain high purity hydrogen and value-added chemicals concurrently by utilizing green solar energy.Here,we report the synthesis of Ni S nanoparticle-modified Cd S nanorod composites(Ni S/Cd S)as an efficient bifunctional catalyst for the highly selective photocatalytic synthesis of high-value-added product benzaldehyde(BAD)from aqueous solution of benzyl alcohol(BA)under oxygen-free conditions,in accompanying with the efficient hydrogen evolution.The synergetic catalytic effect between Ni S and Cd S is proposed to play an important role in elevating the photo-redox performance.The composition-optimized 30%Ni S/Cd S catalyst affords an extraordinarily high H;generation rate of 207.8μmol h^(-1)and a simultaneous BAD generation rate of 163.8μmol h^(-1)under visible light irradiation,which are respectively 139 and 950 times higher than those of Cd S without Ni S modification.To our knowledge,these are the highest photocatalytic production rates of both H_(2)and aldehyde ever reported on the concurrent photocatalytic of aldehyde synthesis and hydrogen evolution in green aqueous solution.This work provides a highly efficient photosynthesis strategy for the concurrent productions of high-value-added fine chemicals and hydrogen.
文摘In this work we synthesized new derivatives from Phenyl Hydrazine and series of different Aldehydes (derivatives of benzylidenes). The synthesized compounds contain different aromatic Aldehydes which attached by Benzene ring via Hydrazine moiety in glacial acetic acid. These derivatives were characterized by TLC, melting points, Infrared Red, Proton Nuclear Magnetic Resonance, Carbon Thirteen Nuclear Magnetic Resonance and Mass Spectroscopy. Finally, these synthesized derivatives were tested for antiproliferative activity against multiple normal and cancerous cell lines, HepG2 (Liver cancer) and MCF-7 (Breast cancer) cell lines were used for cytotoxic assay.
基金Supported by the National Natural Science Foundation of China(No.20672091)
文摘Under microwave irradiation, the one-pot multicomponent condensation reaction of three moles of aromatic aldehydes with two moles of cyclic ketones having free a,a'-methylene positions such as cyclopentanone or cyclohexanone in the presence of ammonium acetate and acetic acid afforded dicycloalkenopyridines with two a-arylidene groups in high yields. Under the similar reaction condition, the reaction of aromatic aldehydes with 1-tetralone having only one a-methylene position alternatively resulted in 10-aryl-2,3:5,6-dibenzoacridines.
文摘A simple and efficient procedure for the synthesis of 2-arylquinazolin-4(3H)-ones has been developed through cyclocondensation of 2-aminobenzamide with aromatic aldehydes using tetrabutylammonium bromide(TBAB) as novel neutral ionic liquid catalyst in the presence of copper(Ⅱ) chloride(CuCl;) as oxidizing agent under solvent-free conditions at 100℃.In the absence of CuCl;and under a nitrogen atmosphere,the unoxidized intermediates,2-aryl-2,3-dihydroquinazolin-4(1H)-ones,were isolated. Treatment of these intermediates with CuCl;in TBAB media gave the oxidized products 2-arylquinazolin-4(3H)-ones.On the other hand,cyclocondensation of 2-aminobenzamide with aromatic aldehydes in TBAB under microwave irradiation directly gave 2- arylquinazolin-4(3H)-ones.
文摘A new wo-armed?acyclic diamide Ia 2, 6-bis(1-ethanecarbozamido-2-amino)pyridine, and a new series of aromatic aldehyde schiff bases containing pyridine ring and amide bridge, IIa-f, were prepared. The compounds were characterized by elemental analysis, IR, 1HNMR and MS. The bioactivity half inhibitory concentration C1/2 is given.
文摘Some new 2-aryl-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-ones have been prepared through cyclocondensation of 2-amino 1H-pyrrole-3-carboxamides with aromatic aldehydes followed by air oxidation in the presence of 3-methyl-1-(4-sulfonic acid)butylimidazolium hydrogen sulfate[(CH;);SO;HMIM][HSO;],a Br(?)nsted-acidic ionic liquid,as a green and reusable catalyst in solvent-free conditions.