An efficient and direct procedure has been developed for the preparation of amidoalkyl naphthols by a one-pot condensation of aryl aldehydes, 2-naphthol and urea or amides, in the presence of HClO4-SiO2 as a heterogen...An efficient and direct procedure has been developed for the preparation of amidoalkyl naphthols by a one-pot condensation of aryl aldehydes, 2-naphthol and urea or amides, in the presence of HClO4-SiO2 as a heterogeneous catalyst. The reactions were carried out under reflux and solvent-free conditions. The present methodology offers several advantages such as excellent yields, simple procedure, easy work-up and ecofriendly reaction condition. The catalyst is easily prepared, stable, reusable and efficient under the reaction conditions.展开更多
A possibility of preparation of enantiomerically pure 1,1' bi 2 naphthols using an impure cinchonine has been examined. The solid and the mother liquor formed from the reaction of 1,1' bi 2 naphtholbori...A possibility of preparation of enantiomerically pure 1,1' bi 2 naphthols using an impure cinchonine has been examined. The solid and the mother liquor formed from the reaction of 1,1' bi 2 naphtholboric anhydride and 85 % cinchonine in toluene could give optically pure (S) ( ) and (R) (+) 1,1' bi 2 naphthol after acidification and kinetic crystallization, the overall yields were 40 % and 28 %, respectively.展开更多
Amidoalkyl naphthols have been synthesized in high yields in the presence of 1-hexanesulphonic acid sodium salt as an inexpensive solid catalyst under solvent-free conditions and microwave-irradiation.This catalyst pr...Amidoalkyl naphthols have been synthesized in high yields in the presence of 1-hexanesulphonic acid sodium salt as an inexpensive solid catalyst under solvent-free conditions and microwave-irradiation.This catalyst provides clean conversion;greater selectivity and easy workup make this protocol practical and economically attractive.展开更多
Study of molecular recognition has been playing an important role in biomimeticchemistry. β-cyclodextrin (β-CD), the cyclic heptamer of glucopyranose, can form inclusioncomplexes with various types of organic compou...Study of molecular recognition has been playing an important role in biomimeticchemistry. β-cyclodextrin (β-CD), the cyclic heptamer of glucopyranose, can form inclusioncomplexes with various types of organic compounds (substrates) through its展开更多
An efficient electrochemical access to the non-symmetric biphenols using tri(p-bromophenyl)amine(TBPA)as a redox mediator has been developed.The electrochemical protocol features highly selective cross-coupling produc...An efficient electrochemical access to the non-symmetric biphenols using tri(p-bromophenyl)amine(TBPA)as a redox mediator has been developed.The electrochemical protocol features highly selective cross-coupling products in up to 83% yield,instead of forming homo-coupling ones.展开更多
Bismuth(Ⅲ) nitrate pentahydrate catalyzed the three-component condensation ofβ-naphthol,aldehydes and amines/urea under solvent-free conditions to afford the corresponding amidoalkyl naphthols in excellent yields.
Hafnium(Ⅳ) bis(perfluorooctanesulfonyl)imide complex is found to be an efficient catalyst for the multicomponent condensation ofβ-naphthol,aromatic aldehydes and urea or amides in perfluorodecalin to afford the ...Hafnium(Ⅳ) bis(perfluorooctanesulfonyl)imide complex is found to be an efficient catalyst for the multicomponent condensation ofβ-naphthol,aromatic aldehydes and urea or amides in perfluorodecalin to afford the corresponding substituted amidomethyl naphthols in good yields.The remarkable features of this new procedure are high yields,shorter reaction times, reusability of catalyst and simple work-up procedures.展开更多
The coupling reactions of simple methyl ketones with o-bromoacetophenones and subsquential cyclization reactions were realized to produce a range of 1-naphthols. These cascade reactions were initiated by a rare Cu-cat...The coupling reactions of simple methyl ketones with o-bromoacetophenones and subsquential cyclization reactions were realized to produce a range of 1-naphthols. These cascade reactions were initiated by a rare Cu-catalyzed arylation reaction of methyl ketones with aromatic bromides.展开更多
An aminated hypercrosslinked macroporous polymeric adsorbent was synthesized and characterized. Adsorption isotherms for 1 amino 2 naphthol 4 sulfonic acid(1, 2, 4 acid) and 2 naphthol obtained from various bin...An aminated hypercrosslinked macroporous polymeric adsorbent was synthesized and characterized. Adsorption isotherms for 1 amino 2 naphthol 4 sulfonic acid(1, 2, 4 acid) and 2 naphthol obtained from various binary adsorption environments can be well fitted by Freundlich equation, which indicated a favorable adsorption process in the studied range. Adsorption for 1, 2, 4 acid was an endothermic process in comparison with that for 2 naphthol of an exothermic process. 2 naphthol molecules put a little influence on the adsorption capacity for 1, 2, 4 acid. However, the adsorption to 1, 2, 4 acid depressed that to 2 naphthol in a large extent for the stronger electrostatic interaction between 1, 2, 4 acid and adsorbent. The predominant mechanism can be contributed to the competition for adsorption sites. And the simultaneous environment was confirmed to be helpful to the selective adsorption towards 1,2,4 acid based on the larger selectivity index.展开更多
A simple and sensitive spectrophotometric method was described for the determination of cerium(IV) based on its catalytic effect on the oxidation of naphthol green B by potassium periodate in the medium of sulfuric ...A simple and sensitive spectrophotometric method was described for the determination of cerium(IV) based on its catalytic effect on the oxidation of naphthol green B by potassium periodate in the medium of sulfuric acid. The influences of acidity, concentration of reactants, reaction time, reaction temperature, and foreign ions were discussed, and the optimum reaction conditions were established. The reaction was monitored spectrophotometrieally by measuring the decrease in absorbance of naphthol green B at 710 nm after a fixed time (8 min). The proposed method allowed the determination of cerium(IV) in the range of 0.08-2.4 μg·mL^-1 with good precision and accuracy, and the detection limit was 0.012 μg·mL^-1. The method was applied successfully for the determination of trace cerium in hair samples without previous separation. Recovery experiments were also performed, and the recovery was between 95.7%-111.0%.展开更多
Degradation of α-naphthol induced by plasma in aqueous solution was investigated in different initial concentration with contact glow discharge electrolysis(CGDE). The results showed that the degradation of α-naphth...Degradation of α-naphthol induced by plasma in aqueous solution was investigated in different initial concentration with contact glow discharge electrolysis(CGDE). The results showed that the degradation of α-naphthol obeyed the first-rate law. Some of predominant products were analyzed by a high performance liquid chromatography (HPLC). A path of α-naphthol disappearance caused by plasma was proposed according to the detected intermediate products.展开更多
A new 3D Pb(II) coordination polymer [Pb2(L)2(dea)]n-nH20 has been hydrothermally prepared by using the long flexible decanedioic acid (H2dea) and the N-donor chelating ligand 2-(1 H- 1,3,7,8-tetraazacyclopen...A new 3D Pb(II) coordination polymer [Pb2(L)2(dea)]n-nH20 has been hydrothermally prepared by using the long flexible decanedioic acid (H2dea) and the N-donor chelating ligand 2-(1 H- 1,3,7,8-tetraazacyclopenta[1]phenanthren-2-yl)naphthol (HL). Single-crystal X-ray determi- nation shows that the complex crystallizes in the monoclinic system, space group C2/c with a = 25.453(5), b = 7.5035(15), c = 27.340(6) A, β = 114.84(3), V = 4738.6(16) A3, Z = 8, C28H22NaOaPb, Mr = 685.69, Dc = 1.922 g/cm3, F(000) = 2656,/u(MoKa) = 7.166 mm-1, R = 0.0282 and wR = 0.0687. Two L ligands bridge two Pb(II) atoms to form a dimmer, and the neighboring dimers are further linked by the dea ligands to yield a 3D structure. The IR and TG of the compound have been investigated in detail.展开更多
A new naphthol-based compound 1, C22 H22 N2 O2, has been designed and synthesized. The structure of the title compound 1 was confirmed by IR, 1 H NMR, 13 C NMR, H RMS, and X-ray single-crystal diffraction. The crystal...A new naphthol-based compound 1, C22 H22 N2 O2, has been designed and synthesized. The structure of the title compound 1 was confirmed by IR, 1 H NMR, 13 C NMR, H RMS, and X-ray single-crystal diffraction. The crystal belongs to the monoclinic system, space group P21/c, with a = 12.888(9), b = 15.543(10), c = 9.119(6) ?, β = 94.05(3)°, V = 1822(2) ?3, Z = 4, Dc = 1.263 g/cm3, Mr = 346.41, μ = 0.081 mm-1, F(000) = 736.0, the final R = 0.0452 and wR = 0.1142 for 3404 observed reflections with(I 〉 2σ(I)). The crystal structure of 1 is stabilized by O–H···N, N–H···O, C–H···O hydrogen bonds and π-π interactions. The spectroscopic studies of 1 toward various metal ions were also investigated in 25%(V/V) ethanol aqueous solution, and the result showed that it can selectively recognize Zn2+ with fluorescence enhancement.展开更多
Naphthol green B was used, for the first time, as a new mediator in an amperometric glucose biosensor. It is a good mediator, promoting electron transfer from glucose oxidase to graphite electrode. The biosensor sho...Naphthol green B was used, for the first time, as a new mediator in an amperometric glucose biosensor. It is a good mediator, promoting electron transfer from glucose oxidase to graphite electrode. The biosensor shows high sensitivity to glucose at low potential with response time of 30 seconds. The linear range is from 1.5 to 18 靘ol/L glucose with detection limit of 0.5 靘ol/L glucose.展开更多
In an alkaline 2-propanol solution with 5,10,15,20-tetra(4-methoxyl phenyl) porphyrin iron chloride(TOMPPFeCl) as a catalyst and oxygen as a cheap green oxidant, 2-naphthol was conversed to 2-hydroxy-\{1,4-naphthoquin...In an alkaline 2-propanol solution with 5,10,15,20-tetra(4-methoxyl phenyl) porphyrin iron chloride(TOMPPFeCl) as a catalyst and oxygen as a cheap green oxidant, 2-naphthol was conversed to 2-hydroxy-\{1,4-naphthoquinone(HNQ)\} with a yield of 62.17% and a selectivity of 100%, and the conversion number of TMOPPFeCl catalyst was 8.32/min. The catalytic oxidation products were characterized by means of UV-Vis, IR, GC-MS, ~ 1H NMR and melting point determination. In this catalytic oxidation, the catalytic activity of TMOPPFeCl was researched in detail and the reacting conditions were optimized. A possible reaction mechanism is summarized based on in situ EPR determination.展开更多
Two novel naphthol derivatives(1 and 2) were synthesized and characterized via IR,~1H NMR,and HRMS.The structure of compound 2 was verified by single-crystal X-ray crystallography.It crystallizes in monoclinic,space...Two novel naphthol derivatives(1 and 2) were synthesized and characterized via IR,~1H NMR,and HRMS.The structure of compound 2 was verified by single-crystal X-ray crystallography.It crystallizes in monoclinic,space group C2/c with a = 21.6725(9),b = 6.0127(3),c = 25.5405(14) A,β = 94.716(5)o,V = 3316.9(3) A^3,Z = 8,F(000) = 1384,D_c = 1.511 Mg/m^3,M_r = 377.22 and μ = 2.487 mm^-1.In addition,their cholinesterase inhibitory activities in vitro toward Electrophorus electricus acetylcholinesterase(eel ACh E) and horse serum butyrylcholinesterase(eq BCh E) were further determined.The results showed that compound 1 as a new acetylcholinesterase(ACh E) inhibitor displayed higher ACh E inhibitory activity(IC_(50) = 1.4 μM),which could be considered for Alzheimer's disease therapeutics.展开更多
A solid complex,readily prepared from commercially available sodium triphenylphosphine-m-sulfonate(TPPMS) and carbon tetrabromide,can be used as an easily recoverable and reusable catalyst system for one-pot condens...A solid complex,readily prepared from commercially available sodium triphenylphosphine-m-sulfonate(TPPMS) and carbon tetrabromide,can be used as an easily recoverable and reusable catalyst system for one-pot condensation of 2-naphthol with aldehydes to construct 14-aryl(alkyl)-14H-dibenzo[a j]-xanthene derivatives and one-pot condensation of 2-naphthol with aldehydes and cyclic 1 3-dicarbonyl compounds to construct 12-aryl(alkyl)-8 9 10 12-tetrahydrobenzo[a]xanthen-11-one derivatives.展开更多
文摘An efficient and direct procedure has been developed for the preparation of amidoalkyl naphthols by a one-pot condensation of aryl aldehydes, 2-naphthol and urea or amides, in the presence of HClO4-SiO2 as a heterogeneous catalyst. The reactions were carried out under reflux and solvent-free conditions. The present methodology offers several advantages such as excellent yields, simple procedure, easy work-up and ecofriendly reaction condition. The catalyst is easily prepared, stable, reusable and efficient under the reaction conditions.
文摘A possibility of preparation of enantiomerically pure 1,1' bi 2 naphthols using an impure cinchonine has been examined. The solid and the mother liquor formed from the reaction of 1,1' bi 2 naphtholboric anhydride and 85 % cinchonine in toluene could give optically pure (S) ( ) and (R) (+) 1,1' bi 2 naphthol after acidification and kinetic crystallization, the overall yields were 40 % and 28 %, respectively.
文摘Amidoalkyl naphthols have been synthesized in high yields in the presence of 1-hexanesulphonic acid sodium salt as an inexpensive solid catalyst under solvent-free conditions and microwave-irradiation.This catalyst provides clean conversion;greater selectivity and easy workup make this protocol practical and economically attractive.
文摘Study of molecular recognition has been playing an important role in biomimeticchemistry. β-cyclodextrin (β-CD), the cyclic heptamer of glucopyranose, can form inclusioncomplexes with various types of organic compounds (substrates) through its
基金grants from the National Key Technology R&D Program(No.2016YFD0400801)the National Natural Science Foundation of China(No.21871019).
文摘An efficient electrochemical access to the non-symmetric biphenols using tri(p-bromophenyl)amine(TBPA)as a redox mediator has been developed.The electrochemical protocol features highly selective cross-coupling products in up to 83% yield,instead of forming homo-coupling ones.
文摘Bismuth(Ⅲ) nitrate pentahydrate catalyzed the three-component condensation ofβ-naphthol,aldehydes and amines/urea under solvent-free conditions to afford the corresponding amidoalkyl naphthols in excellent yields.
基金the project of"Excellence Initiative"and"Zijin Star"in NJUST for financial support
文摘Hafnium(Ⅳ) bis(perfluorooctanesulfonyl)imide complex is found to be an efficient catalyst for the multicomponent condensation ofβ-naphthol,aromatic aldehydes and urea or amides in perfluorodecalin to afford the corresponding substituted amidomethyl naphthols in good yields.The remarkable features of this new procedure are high yields,shorter reaction times, reusability of catalyst and simple work-up procedures.
基金supported by National Natural Science Foundation of China (Nos. 21102080, 21372138)Tsinghua University Initiative Scientific Research Program (No. 2011Z02150)
文摘The coupling reactions of simple methyl ketones with o-bromoacetophenones and subsquential cyclization reactions were realized to produce a range of 1-naphthols. These cascade reactions were initiated by a rare Cu-catalyzed arylation reaction of methyl ketones with aromatic bromides.
文摘An aminated hypercrosslinked macroporous polymeric adsorbent was synthesized and characterized. Adsorption isotherms for 1 amino 2 naphthol 4 sulfonic acid(1, 2, 4 acid) and 2 naphthol obtained from various binary adsorption environments can be well fitted by Freundlich equation, which indicated a favorable adsorption process in the studied range. Adsorption for 1, 2, 4 acid was an endothermic process in comparison with that for 2 naphthol of an exothermic process. 2 naphthol molecules put a little influence on the adsorption capacity for 1, 2, 4 acid. However, the adsorption to 1, 2, 4 acid depressed that to 2 naphthol in a large extent for the stronger electrostatic interaction between 1, 2, 4 acid and adsorbent. The predominant mechanism can be contributed to the competition for adsorption sites. And the simultaneous environment was confirmed to be helpful to the selective adsorption towards 1,2,4 acid based on the larger selectivity index.
基金supported by the Natural Sci-ence Foundation of Shandong Province, China (No. Y2008B26)
文摘A simple and sensitive spectrophotometric method was described for the determination of cerium(IV) based on its catalytic effect on the oxidation of naphthol green B by potassium periodate in the medium of sulfuric acid. The influences of acidity, concentration of reactants, reaction time, reaction temperature, and foreign ions were discussed, and the optimum reaction conditions were established. The reaction was monitored spectrophotometrieally by measuring the decrease in absorbance of naphthol green B at 710 nm after a fixed time (8 min). The proposed method allowed the determination of cerium(IV) in the range of 0.08-2.4 μg·mL^-1 with good precision and accuracy, and the detection limit was 0.012 μg·mL^-1. The method was applied successfully for the determination of trace cerium in hair samples without previous separation. Recovery experiments were also performed, and the recovery was between 95.7%-111.0%.
基金a grant from the Science and Technology Key Project of Education Ministry, China and KJCX-01 of Northwest Normal University, Chi
文摘Degradation of α-naphthol induced by plasma in aqueous solution was investigated in different initial concentration with contact glow discharge electrolysis(CGDE). The results showed that the degradation of α-naphthol obeyed the first-rate law. Some of predominant products were analyzed by a high performance liquid chromatography (HPLC). A path of α-naphthol disappearance caused by plasma was proposed according to the detected intermediate products.
基金Supported by the Jilin Province Science and Technology Development Projects (No.201105085)
文摘A new 3D Pb(II) coordination polymer [Pb2(L)2(dea)]n-nH20 has been hydrothermally prepared by using the long flexible decanedioic acid (H2dea) and the N-donor chelating ligand 2-(1 H- 1,3,7,8-tetraazacyclopenta[1]phenanthren-2-yl)naphthol (HL). Single-crystal X-ray determi- nation shows that the complex crystallizes in the monoclinic system, space group C2/c with a = 25.453(5), b = 7.5035(15), c = 27.340(6) A, β = 114.84(3), V = 4738.6(16) A3, Z = 8, C28H22NaOaPb, Mr = 685.69, Dc = 1.922 g/cm3, F(000) = 2656,/u(MoKa) = 7.166 mm-1, R = 0.0282 and wR = 0.0687. Two L ligands bridge two Pb(II) atoms to form a dimmer, and the neighboring dimers are further linked by the dea ligands to yield a 3D structure. The IR and TG of the compound have been investigated in detail.
基金supported by the National Natural Science Foundation of China(No.21271035)the Natural Science Foundation of Anhui Province(No.KJ2016A512)+1 种基金Key projects of Anhui Province University Outstanding Youth Talent Support Program(No.gxyqZD2016372)the Natural Science Foundation of Chizhou University(No.2017ZRZ002)
文摘A new naphthol-based compound 1, C22 H22 N2 O2, has been designed and synthesized. The structure of the title compound 1 was confirmed by IR, 1 H NMR, 13 C NMR, H RMS, and X-ray single-crystal diffraction. The crystal belongs to the monoclinic system, space group P21/c, with a = 12.888(9), b = 15.543(10), c = 9.119(6) ?, β = 94.05(3)°, V = 1822(2) ?3, Z = 4, Dc = 1.263 g/cm3, Mr = 346.41, μ = 0.081 mm-1, F(000) = 736.0, the final R = 0.0452 and wR = 0.1142 for 3404 observed reflections with(I 〉 2σ(I)). The crystal structure of 1 is stabilized by O–H···N, N–H···O, C–H···O hydrogen bonds and π-π interactions. The spectroscopic studies of 1 toward various metal ions were also investigated in 25%(V/V) ethanol aqueous solution, and the result showed that it can selectively recognize Zn2+ with fluorescence enhancement.
文摘Naphthol green B was used, for the first time, as a new mediator in an amperometric glucose biosensor. It is a good mediator, promoting electron transfer from glucose oxidase to graphite electrode. The biosensor shows high sensitivity to glucose at low potential with response time of 30 seconds. The linear range is from 1.5 to 18 靘ol/L glucose with detection limit of 0.5 靘ol/L glucose.
文摘In an alkaline 2-propanol solution with 5,10,15,20-tetra(4-methoxyl phenyl) porphyrin iron chloride(TOMPPFeCl) as a catalyst and oxygen as a cheap green oxidant, 2-naphthol was conversed to 2-hydroxy-\{1,4-naphthoquinone(HNQ)\} with a yield of 62.17% and a selectivity of 100%, and the conversion number of TMOPPFeCl catalyst was 8.32/min. The catalytic oxidation products were characterized by means of UV-Vis, IR, GC-MS, ~ 1H NMR and melting point determination. In this catalytic oxidation, the catalytic activity of TMOPPFeCl was researched in detail and the reacting conditions were optimized. A possible reaction mechanism is summarized based on in situ EPR determination.
文摘Two novel naphthol derivatives(1 and 2) were synthesized and characterized via IR,~1H NMR,and HRMS.The structure of compound 2 was verified by single-crystal X-ray crystallography.It crystallizes in monoclinic,space group C2/c with a = 21.6725(9),b = 6.0127(3),c = 25.5405(14) A,β = 94.716(5)o,V = 3316.9(3) A^3,Z = 8,F(000) = 1384,D_c = 1.511 Mg/m^3,M_r = 377.22 and μ = 2.487 mm^-1.In addition,their cholinesterase inhibitory activities in vitro toward Electrophorus electricus acetylcholinesterase(eel ACh E) and horse serum butyrylcholinesterase(eq BCh E) were further determined.The results showed that compound 1 as a new acetylcholinesterase(ACh E) inhibitor displayed higher ACh E inhibitory activity(IC_(50) = 1.4 μM),which could be considered for Alzheimer's disease therapeutics.
基金the National Natural Science Foundation of China (Nos. 21002080, 21262029)the Specialized Research Fund for the Doctoral Program of Higher Education (No. 20106203120003) of the Education Ministry for financially supporting this work
文摘A solid complex,readily prepared from commercially available sodium triphenylphosphine-m-sulfonate(TPPMS) and carbon tetrabromide,can be used as an easily recoverable and reusable catalyst system for one-pot condensation of 2-naphthol with aldehydes to construct 14-aryl(alkyl)-14H-dibenzo[a j]-xanthene derivatives and one-pot condensation of 2-naphthol with aldehydes and cyclic 1 3-dicarbonyl compounds to construct 12-aryl(alkyl)-8 9 10 12-tetrahydrobenzo[a]xanthen-11-one derivatives.