Login In
2016 Volume 79 Issue 7
2016, 79(7): 579-583
Abstract:
Photosynthetic oxygen-evolving complex(OEC) is the catalytic center for water oxidation embedded in Photosystem II. The study of OEC can not only improve the understanding of the photosynthesis process, but also provide a basis for developing stable, efficient and low-cost artificial catalysts for water oxidation. Because of the complexity of OEC, modern computational quantum chemistry plays an important role in studying its structure, properties and catalytic mechanism. This paper reviewed recent theoretical study progress in natural water oxidation catalyst, summarized the major tasks in the theoretical studies, and pointed out the directions for further theoretical research.
Photosynthetic oxygen-evolving complex(OEC) is the catalytic center for water oxidation embedded in Photosystem II. The study of OEC can not only improve the understanding of the photosynthesis process, but also provide a basis for developing stable, efficient and low-cost artificial catalysts for water oxidation. Because of the complexity of OEC, modern computational quantum chemistry plays an important role in studying its structure, properties and catalytic mechanism. This paper reviewed recent theoretical study progress in natural water oxidation catalyst, summarized the major tasks in the theoretical studies, and pointed out the directions for further theoretical research.
2016, 79(7): 584-588
Abstract:
Acetone is a cheap and accessible starting material in chemical industry. It is an excess side product in the cracker of oxidative cumene to produce phenol. On the other hand, methyl isobutyl ketone (MIBK) is an important intermediate in chemical industry. Synthesis of MIBK from acetone consumes the excess materials in chemical industry to produce the compound with huge market requirement and thus is a very important organic reaction with great industrial application scope. This review aims to reorganize and describe the advances of the condensation of acetone to produce MIBK for supplying reference of the related technicians in China.
Acetone is a cheap and accessible starting material in chemical industry. It is an excess side product in the cracker of oxidative cumene to produce phenol. On the other hand, methyl isobutyl ketone (MIBK) is an important intermediate in chemical industry. Synthesis of MIBK from acetone consumes the excess materials in chemical industry to produce the compound with huge market requirement and thus is a very important organic reaction with great industrial application scope. This review aims to reorganize and describe the advances of the condensation of acetone to produce MIBK for supplying reference of the related technicians in China.
2016, 79(7): 589-596
Abstract:
Betulinic acid as a kind of pentacyclic triterpenoid lupine has caught wide attention due to the significant anti-tumor and anti-HIV viral properties. Betulinic acid existing in many plants can be obtained by extraction method. Because of the low content in plants, betulinic acid is obtained mainly by chemical synthesis. A series of betulinic acid derivatives also have antitumor activity. In this paper, both extraction and chemical synthesis methods of betulinic acid as well as the synthetic routes of betulinic acid derivatives are reviewed. The anti-tumor pathways and mechanisms of betulinic acid and its derivatives are also outlined.
Betulinic acid as a kind of pentacyclic triterpenoid lupine has caught wide attention due to the significant anti-tumor and anti-HIV viral properties. Betulinic acid existing in many plants can be obtained by extraction method. Because of the low content in plants, betulinic acid is obtained mainly by chemical synthesis. A series of betulinic acid derivatives also have antitumor activity. In this paper, both extraction and chemical synthesis methods of betulinic acid as well as the synthetic routes of betulinic acid derivatives are reviewed. The anti-tumor pathways and mechanisms of betulinic acid and its derivatives are also outlined.
2016, 79(7): 597-603
Abstract:
The chelated iron desulfurization has realized the catalyst recycling, in which ferrous ion regeneration is the core of the whole technology. In the regeneration process, researchers found the reaction to be first order, second order in Fe2+, and even found a transition in reaction order from 1 to 2, due to the different reaction rate constant ratio. The ferrous ion can be oxidized by molecular oxygen (O2) and its derivatives (such as superoxide (Hn+O2·), hydrogen peroxide (H2O2), hydroxyl radical (OH·)) or high valence state of iron containing oxygen intermediates (such as (L)Fe4+=O, (L·+) Fe4+=O and (L)nFe4+(OH)(OOH)). The oxidation mechanism of ferrous NTA appeared to be similar to that of ferrous chelates of EDTA and HEDTA. In the regeneration process, there was a suitable pH range for the ligand. When ligand NTA was excessive, its activity depends on the pH and the concentration of NTA, and the differences of the NTA concentration lead to different reaction pathways. In the oxidation reactions, the chelate degradation occurred due to the excess oxygen consumption by the ligand, which leads to the deviation of the stoichiometry.
The chelated iron desulfurization has realized the catalyst recycling, in which ferrous ion regeneration is the core of the whole technology. In the regeneration process, researchers found the reaction to be first order, second order in Fe2+, and even found a transition in reaction order from 1 to 2, due to the different reaction rate constant ratio. The ferrous ion can be oxidized by molecular oxygen (O2) and its derivatives (such as superoxide (Hn+O2·), hydrogen peroxide (H2O2), hydroxyl radical (OH·)) or high valence state of iron containing oxygen intermediates (such as (L)Fe4+=O, (L·+) Fe4+=O and (L)nFe4+(OH)(OOH)). The oxidation mechanism of ferrous NTA appeared to be similar to that of ferrous chelates of EDTA and HEDTA. In the regeneration process, there was a suitable pH range for the ligand. When ligand NTA was excessive, its activity depends on the pH and the concentration of NTA, and the differences of the NTA concentration lead to different reaction pathways. In the oxidation reactions, the chelate degradation occurred due to the excess oxygen consumption by the ligand, which leads to the deviation of the stoichiometry.
2016, 79(7): 604-609
Abstract:
The widespread application of MBRs is restricted by membrane fouling; therefore, the investigation of fouling mechanism is essential to the development of effective fouling control strategies in the application of MBRs. XDLVO theory explains the contribution of van der Waals force, polar force and electrostatic double layer force in the process of membrane fouling and effectively reveals the membrane fouling mechanism. In this paper, XDLVO theory was described, and then the short-range interfacial interaction in the formation of gel layer and cake layer was analyzed by applying this theory. Finally, the research progress in membrane fouling based on XDLVO theory was reviewed and prospected.
The widespread application of MBRs is restricted by membrane fouling; therefore, the investigation of fouling mechanism is essential to the development of effective fouling control strategies in the application of MBRs. XDLVO theory explains the contribution of van der Waals force, polar force and electrostatic double layer force in the process of membrane fouling and effectively reveals the membrane fouling mechanism. In this paper, XDLVO theory was described, and then the short-range interfacial interaction in the formation of gel layer and cake layer was analyzed by applying this theory. Finally, the research progress in membrane fouling based on XDLVO theory was reviewed and prospected.
2016, 79(7): 610-615
Abstract:
In this paper, the prediction methods of supercritical CO2 solubility in polymers such as equations of state, empirical equation and artificial neural networks are summarized, and the details of their implementation principle, progress, merits and faults are discussed. Motivated and inspired by the problems of the artificial neural networks, the solubility prediction models based on hybrid artificial neural networks are discussed. Then the prospect of solubility prediction is proposed.
In this paper, the prediction methods of supercritical CO2 solubility in polymers such as equations of state, empirical equation and artificial neural networks are summarized, and the details of their implementation principle, progress, merits and faults are discussed. Motivated and inspired by the problems of the artificial neural networks, the solubility prediction models based on hybrid artificial neural networks are discussed. Then the prospect of solubility prediction is proposed.
2016, 79(7): 616-622
Abstract:
4-Hydroxy phenylacetyl hydrazine was synthesized by methyl 4-hydroxyphenylacetate and hydrazine hydrate, then reacted with halogenated benzaldehyde (X=F, Cl, Br) to form three new kinds of compoundsⅠ,Ⅱ and Ⅲ. Their single crystals were respectively obtained. The structures of three new compounds were determined by element analysis and X-ray single crystal diffraction. The X-ray single crystal diffraction showed that three new compounds all belonged to the triclinic, P1 space group, and each molecular staggered to pile up through hydrogen bond. Thermal gravity analyses were used to investigate the stabilities of three new compounds, and the apparent activation energy Ea of the decompositions were also calculated. UV-Vis spectrum was used to explore the interaction of the three kinds of compounds with ct-DNA. The results showed that the three acetyl hydrazone compounds can combine with ct-DNA by the mode of insertion. The heating effects of the interaction process between compounds and ct-DNA were also analyzed by microcalorimetric method, the enthalpy change values ΔH of Ⅰ、Ⅱ and Ⅲ were 1.87, 2.86 and 5.54 kJ·mol-1. The strength order for interactions of compounds with ct-DNA was Ⅲ >Ⅱ >Ⅰ. CCDC:1402717, Ⅰ; 1063026, Ⅱ; 1061929, Ⅲ.
4-Hydroxy phenylacetyl hydrazine was synthesized by methyl 4-hydroxyphenylacetate and hydrazine hydrate, then reacted with halogenated benzaldehyde (X=F, Cl, Br) to form three new kinds of compoundsⅠ,Ⅱ and Ⅲ. Their single crystals were respectively obtained. The structures of three new compounds were determined by element analysis and X-ray single crystal diffraction. The X-ray single crystal diffraction showed that three new compounds all belonged to the triclinic, P1 space group, and each molecular staggered to pile up through hydrogen bond. Thermal gravity analyses were used to investigate the stabilities of three new compounds, and the apparent activation energy Ea of the decompositions were also calculated. UV-Vis spectrum was used to explore the interaction of the three kinds of compounds with ct-DNA. The results showed that the three acetyl hydrazone compounds can combine with ct-DNA by the mode of insertion. The heating effects of the interaction process between compounds and ct-DNA were also analyzed by microcalorimetric method, the enthalpy change values ΔH of Ⅰ、Ⅱ and Ⅲ were 1.87, 2.86 and 5.54 kJ·mol-1. The strength order for interactions of compounds with ct-DNA was Ⅲ >Ⅱ >Ⅰ. CCDC:1402717, Ⅰ; 1063026, Ⅱ; 1061929, Ⅲ.
2016, 79(7): 623-629,644
Abstract:
Two L-tyrosine derivatives, (E)-3-(4'-hydroxyphenyl)-2-[3"-(2'''-methoxyphenyl)acrylamido]propanoic acid (I) and (E)-3-(4'-hydroxyphenyl)-2-[3"-(3'''-methoxyphenyl)acrylamido]propanoic acid (II), were synthesized from o-methoxycinnamic acid and m-methoxycinnamic acid respectively. Their structures were characterized by ESI-MS, 1H NMR and 13C NMR. The mechanism of the interaction between derivatives and human serum albumin (HSA) was researched by the fluorescence emission spectra, synchronous fluorescence spectra, UV-Vis spectra and molecular docking. The results indicated that the quenching mechanism of derivatives and HSA was static. The process was accompanied with the non-radiative energy transfer. Hydrophobic interaction was the predominant intermolecular force in the combination of derivatives and HSA. The process was spontaneous. Molecular docking showed that the hydrophobic cavity of the subdomain IIA (site I) was the location of the binding site of derivative I/II and HSA. Hydrophobic interaction contributed to their combination, which was consistent with the experimental results.
Two L-tyrosine derivatives, (E)-3-(4'-hydroxyphenyl)-2-[3"-(2'''-methoxyphenyl)acrylamido]propanoic acid (I) and (E)-3-(4'-hydroxyphenyl)-2-[3"-(3'''-methoxyphenyl)acrylamido]propanoic acid (II), were synthesized from o-methoxycinnamic acid and m-methoxycinnamic acid respectively. Their structures were characterized by ESI-MS, 1H NMR and 13C NMR. The mechanism of the interaction between derivatives and human serum albumin (HSA) was researched by the fluorescence emission spectra, synchronous fluorescence spectra, UV-Vis spectra and molecular docking. The results indicated that the quenching mechanism of derivatives and HSA was static. The process was accompanied with the non-radiative energy transfer. Hydrophobic interaction was the predominant intermolecular force in the combination of derivatives and HSA. The process was spontaneous. Molecular docking showed that the hydrophobic cavity of the subdomain IIA (site I) was the location of the binding site of derivative I/II and HSA. Hydrophobic interaction contributed to their combination, which was consistent with the experimental results.
2016, 79(7): 630-639,644
Abstract:
In this paper, (E)-6-chloro-2-arylvinylquinoline-3-formic acid derivatives 4a~f' were synthesized through a simple and efficient one-pot reaction from ethyl 6-chloro-2-(chloromethyl)quinoline-3-carboxylate (1) and aromatic aldehydes 3a~f'. The newly synthesized 32 compounds are firstly reported, and their structures had been characterized by IR, 1H NMR, 13C NMR and HR-MS.
In this paper, (E)-6-chloro-2-arylvinylquinoline-3-formic acid derivatives 4a~f' were synthesized through a simple and efficient one-pot reaction from ethyl 6-chloro-2-(chloromethyl)quinoline-3-carboxylate (1) and aromatic aldehydes 3a~f'. The newly synthesized 32 compounds are firstly reported, and their structures had been characterized by IR, 1H NMR, 13C NMR and HR-MS.
2016, 79(7): 640-644
Abstract:
In this paper, we have established a novel method to synthesize 5-methyltetrahydrofolate (5-MTHF) with high purity and high yield by introducing sodium hyposulfite into the reaction and also substituting citric acid-disodium hydrogen phosphate buffer solution for water. HPLC was used to investigate the influential factors of the reaction, including the addition of sodium salt, reaction temperature, buffer concentration, pH values, etc. The results revealed that, when the folic acid amount was 0.2g, NaBH4 amount was 0.65g, the reaction temperature was 50℃, the concentration of the buffer was 0.2mol/L, pH value was 6.5 and the addition of formaldehyde was 0.4mL, over 88.9% purity of the target product was obtained with the yield of 70.4%.
In this paper, we have established a novel method to synthesize 5-methyltetrahydrofolate (5-MTHF) with high purity and high yield by introducing sodium hyposulfite into the reaction and also substituting citric acid-disodium hydrogen phosphate buffer solution for water. HPLC was used to investigate the influential factors of the reaction, including the addition of sodium salt, reaction temperature, buffer concentration, pH values, etc. The results revealed that, when the folic acid amount was 0.2g, NaBH4 amount was 0.65g, the reaction temperature was 50℃, the concentration of the buffer was 0.2mol/L, pH value was 6.5 and the addition of formaldehyde was 0.4mL, over 88.9% purity of the target product was obtained with the yield of 70.4%.
2016, 79(7): 645-649
Abstract:
Three tetrachloronickelate benzylimidazolium salts were synthesized and characterized by IR spectroscopy, elemental analysis, nuclear magnetic resonance, and single crystal X-ray diffraction analysis. Further more, the compounds were applied as catalysts for oxidative esterification of aldehydes with alcohol. The experimental results showed that tetrachloronickelate benzylimidazolium salt exhibited high catalytic activity in oxidative esterification reaction. Under the optimal reaction conditions, the 80% yield of methyl benzoate was obtained by using 4-methylbenzylimidazolium tetrachloronickelate as catalyst.
Three tetrachloronickelate benzylimidazolium salts were synthesized and characterized by IR spectroscopy, elemental analysis, nuclear magnetic resonance, and single crystal X-ray diffraction analysis. Further more, the compounds were applied as catalysts for oxidative esterification of aldehydes with alcohol. The experimental results showed that tetrachloronickelate benzylimidazolium salt exhibited high catalytic activity in oxidative esterification reaction. Under the optimal reaction conditions, the 80% yield of methyl benzoate was obtained by using 4-methylbenzylimidazolium tetrachloronickelate as catalyst.
2016, 79(7): 650-656
Abstract:
Two novel organic-inorganic hybrids constructed from Keggin polyoxometalate [CuⅠ(2,2'-bipy)2] {[CuⅠ(2,2'-bipy)2]2] [PW12O40]}·4H2O (1) and {[(H3bpdc)3][PW12O40]·H2bpdc}·2H2O (2) were synthesized under hydrothermal condition and characterized by elemental analysis, IR, TG, CV and single-crystal X-ray diffraction. Compound 1 crystallized in a monoclinic crystal system, with space group of P2(1)/n, and compound 2 crystallized in a triclinic crystal system, with space group of P1. Compound 1 formed a 2D layered structure by hydrogen bond and π-π stacking, while compound 2 formed a 3D supramolecular architecture by hydrogen bond and electrostatic attraction. The cyclic voltammogram indicated that three couples of redox waves were observed on the compound 1 and 2 modified carbon paste electrode.
Two novel organic-inorganic hybrids constructed from Keggin polyoxometalate [CuⅠ(2,2'-bipy)2] {[CuⅠ(2,2'-bipy)2]2] [PW12O40]}·4H2O (1) and {[(H3bpdc)3][PW12O40]·H2bpdc}·2H2O (2) were synthesized under hydrothermal condition and characterized by elemental analysis, IR, TG, CV and single-crystal X-ray diffraction. Compound 1 crystallized in a monoclinic crystal system, with space group of P2(1)/n, and compound 2 crystallized in a triclinic crystal system, with space group of P1. Compound 1 formed a 2D layered structure by hydrogen bond and π-π stacking, while compound 2 formed a 3D supramolecular architecture by hydrogen bond and electrostatic attraction. The cyclic voltammogram indicated that three couples of redox waves were observed on the compound 1 and 2 modified carbon paste electrode.
2016, 79(7): 657-661
Abstract:
In this paper, piperine was extracted from pepper by common solvent extraction method and purified by recrystallization method. Its purity and antitumor activity were characterized. The results showed that the purity of piperine can reach 99.94% and it has a good curative effect on cancer. In addition, the B3LYP method of DFT was used to optimize the structure, relative energy and distribution of the thermodynamic equilibrium of piperine and analysis the theoretical model of piperine. The theoretical models were in good agreement with thermodynamics distribution.
In this paper, piperine was extracted from pepper by common solvent extraction method and purified by recrystallization method. Its purity and antitumor activity were characterized. The results showed that the purity of piperine can reach 99.94% and it has a good curative effect on cancer. In addition, the B3LYP method of DFT was used to optimize the structure, relative energy and distribution of the thermodynamic equilibrium of piperine and analysis the theoretical model of piperine. The theoretical models were in good agreement with thermodynamics distribution.
2016, 79(7): 662-666
Abstract:
The punch hybrid battery-supercapacitor samples with a commercial micro-scale Li4Ti5O12/activated carbon (AC) composite anode and a commercial micro-scale LiMn2O4/AC composite cathode were prepared, and their electrochemical performances were characterized. The results showed that Li4Ti5O12+AC/LiMn2O4+AC samples have better electrochemical performance compared with Li4Ti5O12/LiMn2O4+AC samples and Li4Ti5O12/LiMn2O4 lithium-ion battery samples. The Li4Ti5O12+AC/LiMn2O4+AC sample with ratio of theoretical capacity of negative and positive (N/P) 1.01, containing 5 (wt)% AC in each electrode, showed superior rate performance, meaning 56.4 mAh/g specific capacity at 0.5 C and 72.2% retention at 5 C rate. Besides, after 2000 cycles at the rate of 5 C, the capacity retention of cells of prepared hybrid battery-supercapacitor samples was 77.5%, achieving a large improvement of the cycle life compared to Li4Ti5O12/LiMn2O4 lithium-ion battery.
The punch hybrid battery-supercapacitor samples with a commercial micro-scale Li4Ti5O12/activated carbon (AC) composite anode and a commercial micro-scale LiMn2O4/AC composite cathode were prepared, and their electrochemical performances were characterized. The results showed that Li4Ti5O12+AC/LiMn2O4+AC samples have better electrochemical performance compared with Li4Ti5O12/LiMn2O4+AC samples and Li4Ti5O12/LiMn2O4 lithium-ion battery samples. The Li4Ti5O12+AC/LiMn2O4+AC sample with ratio of theoretical capacity of negative and positive (N/P) 1.01, containing 5 (wt)% AC in each electrode, showed superior rate performance, meaning 56.4 mAh/g specific capacity at 0.5 C and 72.2% retention at 5 C rate. Besides, after 2000 cycles at the rate of 5 C, the capacity retention of cells of prepared hybrid battery-supercapacitor samples was 77.5%, achieving a large improvement of the cycle life compared to Li4Ti5O12/LiMn2O4 lithium-ion battery.
2016, 79(7): 667-670,666
Abstract:
The Nomenclature of Chemistry approved in 1932 by the Ministry of Education established unified standard for Chinese chemical terms. The majority of its names are in use today. For the choice of characters in naming chemical elements and compounds, the Nomenclature proposed the general principle that "phonograms are preferred, associative characters second, and pictographic characters are not valued". According to this rule, it created many brand-new pictophonetic terms such as ben(苯), nai(萘), en(蒽)and fei(菲). However, the three former names it adopted wan(烷), xi(烯)and que(炔)are ideographic, which seems to run counter to the principle. This paper discusses various historical translated terms for wan, xi and que, and explains reasonably why these three words were accepted by the Nomenclature.
The Nomenclature of Chemistry approved in 1932 by the Ministry of Education established unified standard for Chinese chemical terms. The majority of its names are in use today. For the choice of characters in naming chemical elements and compounds, the Nomenclature proposed the general principle that "phonograms are preferred, associative characters second, and pictographic characters are not valued". According to this rule, it created many brand-new pictophonetic terms such as ben(苯), nai(萘), en(蒽)and fei(菲). However, the three former names it adopted wan(烷), xi(烯)and que(炔)are ideographic, which seems to run counter to the principle. This paper discusses various historical translated terms for wan, xi and que, and explains reasonably why these three words were accepted by the Nomenclature.
2016, 79(7): 671-671
Abstract:
.
.
2016, 79(7): 672-675
Abstract:
Snapping shrimps preys by clasping its large claw to send out high speed water jet, triggering a stunning sound together with very high temperature and light emission. In this paper, systematic analysis of the striking process is made based on the principles of physical chemistry such as energy conservation and adiabatic process. Through calculation of the kinetic energy induced by the water jet, the expansion work and heat relating to the formation of the largest vapor bubble during the strike, the total energy sent by the interesting marine creature are determined. By calculating the residual vapor volume after collapsing of the bubble, the highest temperature that the residual vapor could attain, the optical energy and the acoustic energy, the dissipation ways of the energy sent by the shrimp are revealed. It is found that the whole strike process can be satisfactorily explained.
Snapping shrimps preys by clasping its large claw to send out high speed water jet, triggering a stunning sound together with very high temperature and light emission. In this paper, systematic analysis of the striking process is made based on the principles of physical chemistry such as energy conservation and adiabatic process. Through calculation of the kinetic energy induced by the water jet, the expansion work and heat relating to the formation of the largest vapor bubble during the strike, the total energy sent by the interesting marine creature are determined. By calculating the residual vapor volume after collapsing of the bubble, the highest temperature that the residual vapor could attain, the optical energy and the acoustic energy, the dissipation ways of the energy sent by the shrimp are revealed. It is found that the whole strike process can be satisfactorily explained.
2016, 79(7): 676-679
Abstract:
TiO2 and NiFe2O4 were prepared by precipitation method and sol-gel method respectively, and the characterizations of SEM and XRD indicated that the particle sizes of as-prepared NiFe2O4 and TiO2 are uniform. Then, the results of IR and Zeta potential tests showed that the NiFe2O4 was successfully modified by CTAB. The W/O/W multiple Pickering emulsion was prepared by the stability of modified NiFe2O4 and TiO2 through two-step process, and its macro and micro morphologies were observed by digital photo and optical microscope. The investigation showed that the size of single Pickering emulsion was uniform and the size of multiple Pickering emulsion was wider, but they were both very stable.
TiO2 and NiFe2O4 were prepared by precipitation method and sol-gel method respectively, and the characterizations of SEM and XRD indicated that the particle sizes of as-prepared NiFe2O4 and TiO2 are uniform. Then, the results of IR and Zeta potential tests showed that the NiFe2O4 was successfully modified by CTAB. The W/O/W multiple Pickering emulsion was prepared by the stability of modified NiFe2O4 and TiO2 through two-step process, and its macro and micro morphologies were observed by digital photo and optical microscope. The investigation showed that the size of single Pickering emulsion was uniform and the size of multiple Pickering emulsion was wider, but they were both very stable.
2016, 79(7): 680-683,687
Abstract:
A titled complex,[Cu(Triphos)(PPh3)](BF4) (1), (Triphos=N,N,N-tris(diphenylphosphino-methyl)amine), was designed and synthesized. The complex was characterized by IR, 1H NMR, 31P NMR, UV-Vis spectrum and X-ray crystal structure analysis. The structural analysis showed each copper (I) is four-coordinated by four P atoms and adopts a distorted-tetrahedral geometry, and the packing structure is controlled by π…π and C-H…π interactions. The maximum absorption at 265 nm and emission centered at 399 nm in acetonitrile solution were also observed for complex 1. The unit cell parameters for complex 1 are as follows, a=12.8072(4) Å, b=14.3693(4) Å, c=25.8438(8) Å, V=4756.0(2) Å3, Z=4.
A titled complex,[Cu(Triphos)(PPh3)](BF4) (1), (Triphos=N,N,N-tris(diphenylphosphino-methyl)amine), was designed and synthesized. The complex was characterized by IR, 1H NMR, 31P NMR, UV-Vis spectrum and X-ray crystal structure analysis. The structural analysis showed each copper (I) is four-coordinated by four P atoms and adopts a distorted-tetrahedral geometry, and the packing structure is controlled by π…π and C-H…π interactions. The maximum absorption at 265 nm and emission centered at 399 nm in acetonitrile solution were also observed for complex 1. The unit cell parameters for complex 1 are as follows, a=12.8072(4) Å, b=14.3693(4) Å, c=25.8438(8) Å, V=4756.0(2) Å3, Z=4.
2016, 79(7): 684-687
Abstract:
5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isophthalic acid dimethyl ester (3) was synthesized from 5-amino-isophthalic acid dimethyl ester by diazotization, bromination and Miyaura boration. Moreover, methyl 10-bromo-anthracene-9-carboxylate (6) was synthesized from anthracene-9-carboxylic acid by bromination and esterification. Finally, a new 5-(10-(9-carboxyanthracenyl))-isophthalic acid (8) was synthesized from compound 3 and 6 via Suzuki coupling and hydrolytic reaction. The structure was characterized by 1H NMR, 13C NMR and HRMS. The fluorescent experiments showed that the emission maxima of compound 8 in the aqueous solution is at 425nm, and it possesses blue fluorescent property and good fluorescence quantum efficiency.
5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isophthalic acid dimethyl ester (3) was synthesized from 5-amino-isophthalic acid dimethyl ester by diazotization, bromination and Miyaura boration. Moreover, methyl 10-bromo-anthracene-9-carboxylate (6) was synthesized from anthracene-9-carboxylic acid by bromination and esterification. Finally, a new 5-(10-(9-carboxyanthracenyl))-isophthalic acid (8) was synthesized from compound 3 and 6 via Suzuki coupling and hydrolytic reaction. The structure was characterized by 1H NMR, 13C NMR and HRMS. The fluorescent experiments showed that the emission maxima of compound 8 in the aqueous solution is at 425nm, and it possesses blue fluorescent property and good fluorescence quantum efficiency.
