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
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 wet-cyanuric chloride (w...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 wet-cyanuric chloride (wet-TCT) as a catalyst. The reactions were carried out under solvent-free media. The present methodology offers several advantages such as excellent yields, simple procedure and eco-friendly reaction condition.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
The symmetric oxidative coupling reactions of 2-naphthol derivatives with both ferric hydrogensulfate in water and silica ferric hydrogensulfate in solvent free conditions were carried out. The advantages of this gree...The symmetric oxidative coupling reactions of 2-naphthol derivatives with both ferric hydrogensulfate in water and silica ferric hydrogensulfate in solvent free conditions were carried out. The advantages of this green procedure are inexpensive catalyst or cocatalyst, reusability of catalyst, organic solvent-free procedures and simple workup.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.
One pot synthesis of amidoalkyl naphthols by reaction of aromatic aldehydes,2-naphthol and amide/urea using nano-sulfated zirconia as a catalyst is reported.The reaction was carried out under solvent-free conditions.T...One pot synthesis of amidoalkyl naphthols by reaction of aromatic aldehydes,2-naphthol and amide/urea using nano-sulfated zirconia as a catalyst is reported.The reaction was carried out under solvent-free conditions.The method gave good yields of amidoalkyl naphthols in short reaction time.The catalyst is recycled for five consecutive times without loss of activity.展开更多
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
A green protocol for the preparation of amidoalkyl naphthols from three-component one-pot condensation of 2-naphthol, aldehydes, amides or urea in the presence of silica supported methanesulfonic acid under thermal so...A green protocol for the preparation of amidoalkyl naphthols from three-component one-pot condensation of 2-naphthol, aldehydes, amides or urea in the presence of silica supported methanesulfonic acid under thermal sol- vent-free conditions has been described. The catalyst is stable, efficient, easily prepared, and reusable. The remarkable features of this methodology are short reaction time, excellent yields, simple experimental and 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
By oxidative polycondensation of 1-naphthol and their copolycondensation with aniline or p-phenylenediamine the polyfucntional polyconjugated oligomers consisting of hydroxynaphthylene links have been prepared. These ...By oxidative polycondensation of 1-naphthol and their copolycondensation with aniline or p-phenylenediamine the polyfucntional polyconjugated oligomers consisting of hydroxynaphthylene links have been prepared. These soluble and meltable oligomers showing thermostability, semiconducting and paramagnetic properties and also high reactivity at reactions characteristic for aromatic hydroxyl groups were used as active filler at preparation of rubbers from butyl and butadiene-nitrile rubbers. It has been shown that in partial or full substitution of carbon black by oligohydroxynaphthylenes or cooligohydroxynaphthylenephenylamines in composition of vulcanizate the prepared rubbers are characterized by noticeably high heat-physical, physical-mechanical and electrical properties (Pv = 10^8 - 10^6Om. cm ).展开更多
A novel novolac curing agent containing both naphthalene and dicyclopentadiene (DCPD) moieties was prepared to produce a highly heat-resistant cured polymer network. The chemical structure was characterized using Four...A novel novolac curing agent containing both naphthalene and dicyclopentadiene (DCPD) moieties was prepared to produce a highly heat-resistant cured polymer network. The chemical structure was characterized using Fourier transform infrared spectroscopy, nuclear magnetic resonance, mass spectrometry, and gel permeation chro-matography analyses. The thermal properties of the resulting polymer from diglycidyl ether of bisphenol A epoxy resin cured with the novel curing agent were evaluated using dynamic mechanical thermal analysis and thermogra-vimetric analysis. Compared with the conventional curing agent, the resulting polymer cured with naphtha-lene/DCPD navolac shows considerable improvement in heat resistant properties such as higher glass transition temperature (Tg) and thermal stability. The result also shows better moisture resistance because of the hydrophobic nature of naphthalene/DCPD structure.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
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
Fe(HSO4)3 has been used as an efficient and recyclable catalyst for the one-pot synthesis of 14-aryl- or alkyl-14Hdibenzo[aj]xanthene derivatives by the reaction of 2-naphtol and aldehydes. Different types of aromat...Fe(HSO4)3 has been used as an efficient and recyclable catalyst for the one-pot synthesis of 14-aryl- or alkyl-14Hdibenzo[aj]xanthene derivatives by the reaction of 2-naphtol and aldehydes. Different types of aromatic and aliphatic aldehydes are used in the reaction and in all cases the products were obtained in good to excellent yields.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
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 wet-cyanuric chloride (wet-TCT) as a catalyst. The reactions were carried out under solvent-free media. The present methodology offers several advantages such as excellent yields, simple procedure and eco-friendly reaction condition.
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The symmetric oxidative coupling reactions of 2-naphthol derivatives with both ferric hydrogensulfate in water and silica ferric hydrogensulfate in solvent free conditions were carried out. The advantages of this green procedure are inexpensive catalyst or cocatalyst, reusability of catalyst, organic solvent-free procedures and simple workup.
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.
文摘One pot synthesis of amidoalkyl naphthols by reaction of aromatic aldehydes,2-naphthol and amide/urea using nano-sulfated zirconia as a catalyst is reported.The reaction was carried out under solvent-free conditions.The method gave good yields of amidoalkyl naphthols in short reaction time.The catalyst is recycled for five consecutive times without loss of activity.
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.
文摘A green protocol for the preparation of amidoalkyl naphthols from three-component one-pot condensation of 2-naphthol, aldehydes, amides or urea in the presence of silica supported methanesulfonic acid under thermal sol- vent-free conditions has been described. The catalyst is stable, efficient, easily prepared, and reusable. The remarkable features of this methodology are short reaction time, excellent yields, simple experimental and 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By oxidative polycondensation of 1-naphthol and their copolycondensation with aniline or p-phenylenediamine the polyfucntional polyconjugated oligomers consisting of hydroxynaphthylene links have been prepared. These soluble and meltable oligomers showing thermostability, semiconducting and paramagnetic properties and also high reactivity at reactions characteristic for aromatic hydroxyl groups were used as active filler at preparation of rubbers from butyl and butadiene-nitrile rubbers. It has been shown that in partial or full substitution of carbon black by oligohydroxynaphthylenes or cooligohydroxynaphthylenephenylamines in composition of vulcanizate the prepared rubbers are characterized by noticeably high heat-physical, physical-mechanical and electrical properties (Pv = 10^8 - 10^6Om. cm ).
文摘A novel novolac curing agent containing both naphthalene and dicyclopentadiene (DCPD) moieties was prepared to produce a highly heat-resistant cured polymer network. The chemical structure was characterized using Fourier transform infrared spectroscopy, nuclear magnetic resonance, mass spectrometry, and gel permeation chro-matography analyses. The thermal properties of the resulting polymer from diglycidyl ether of bisphenol A epoxy resin cured with the novel curing agent were evaluated using dynamic mechanical thermal analysis and thermogra-vimetric analysis. Compared with the conventional curing agent, the resulting polymer cured with naphtha-lene/DCPD navolac shows considerable improvement in heat resistant properties such as higher glass transition temperature (Tg) and thermal stability. The result also shows better moisture resistance because of the hydrophobic nature of naphthalene/DCPD structure.
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%.
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.
文摘Fe(HSO4)3 has been used as an efficient and recyclable catalyst for the one-pot synthesis of 14-aryl- or alkyl-14Hdibenzo[aj]xanthene derivatives by the reaction of 2-naphtol and aldehydes. Different types of aromatic and aliphatic aldehydes are used in the reaction and in all cases the products were obtained in good to excellent yields.
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.