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Spectroscopic Electrochemical Properties and DFT Calculation of 1-Aryltriazenes
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作者 Insa Seck Mohamed Lamine Sall +3 位作者 Atoumane Ndiaye Samba Fama Ndoye Lalla Aïcha Ba Matar Seck 《International Journal of Organic Chemistry》 2023年第4期109-128,共20页
Electrochromic materials are of great interest for their potential in eyewear protection and data storage devices, as they change colors in response to electrochemical switching. While many of the systems currently us... Electrochromic materials are of great interest for their potential in eyewear protection and data storage devices, as they change colors in response to electrochemical switching. While many of the systems currently used are based on inorganic materials, organic materials such as triazenes have emerged as viable alternatives due to their unique properties, including optical properties. Triazenes are a class of organic compounds with three consecutive nitrogen atoms in an acyclic arrangement, and they have been used for a variety of applications in medicinal and synthetic chemistry. However, the effects of solvents on the UV-visible absorption spectrum of triazenes have not been fully investigated. The neutral molecules of 3,3-diisopropyl-1-phenyltriazene and 1-(4-chlorophenyl)-3-cyclopentyltriazene in acetonitrile, the UV-visible spectra corresponded respectively to HOMO → LUMO transitions with a large maximum absorption at 299.74 nm (4.1364 eV) and 299.57 nm (4.1387 eV) and the most intense oscillator strength (f = 0.6988) and (f = 0.7372). These results suggest that the electronic transitions of the compounds are highly influenced by the nature of the substituents on the triazene unit, as well as the solvent used in the experiment. The redox couple 0.92 and -0.44 V/Ag/AgCl is attributed to the phenyl group. Compound III showed an oxidation and reduction peak respectively -0.27 and -0.8 V/Ag/AgCl attributed to the phenyl molecule. The study concluded that all three compounds were electroactive and exhibited reversible characteristics with oxidizing/reducing couples. This study aims to contribute to research on the optical properties of triazenes compounds and the application of quantum chemical calculation methods for understanding their molecular structures. By investigating the solute-solvent interactions occurring in the solvation shell of the solutes, we aim to gain insights into the effects of solvents on the UV-visible absorption spectrum of triazenes. Our findings may have implications for the development of functionalized triazenes as potential electrochromic materials. 展开更多
关键词 triazeneS UV-Visible Spectroscopy ELECTROCHEMICAL DFT Calculations
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THE COLOUR REACTION OF CADMIUM WITH 1-(2-BENZOTIIIAZOLYL)-3-(4-PHENYLAZOPHENYL)-TRIAZENE AND ITS APPLICATION 被引量:2
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作者 Chu Ru GONG Zhi Gang SHE +1 位作者 Hao Xing XU Bin XU(Department of Chemistry, Hubei Normal University,Huangshi 435002) 《Chinese Chemical Letters》 SCIE CAS CSCD 1995年第9期787-788,共2页
Abstract: A new triazene reagent 1-(2-benzothiazolyl)-3-(4-phenylazoghecyl )-triazece (BTPAPT) has been synthesized.The clour reaction of STPAPT with Cd (Ⅱ) has been studied. At pH=9~11,in the presence of Triton X-1... Abstract: A new triazene reagent 1-(2-benzothiazolyl)-3-(4-phenylazoghecyl )-triazece (BTPAPT) has been synthesized.The clour reaction of STPAPT with Cd (Ⅱ) has been studied. At pH=9~11,in the presence of Triton X-100,the reagent with Cd (Ⅱ) forms a complex with high sensitivity, the molar ratio of Cd (Ⅱ) to BTPAPT is 1: 2. The molar absarptlvity is 1. 4 × 10-5 L. mol-1. cm-1. Beer's law is obeyed for Cd (Ⅱ) in the range of 0-14 μg/25ml. 展开更多
关键词 ITS triazene APPLICATION AND
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Synthesis of 1-(4-Antipyrinyl)-3-(3-Chlorophenyl)-Triazene and Its Colour Reaction with Mercury 被引量:1
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作者 Zhi Gang SHE(Departmnt of Pharmacy, Guangdong College of Pharmacy, Guangzhou 510224)Cbu Ru GoNG Yi LUO Ming Hua YANG(Department of Chemistry Hubei Normal University, Huangshi 435002) 《Chinese Chemical Letters》 SCIE CAS CSCD 1997年第12期0-0,共2页
A uew diazoamino reagent 1-(4-antipyrinyl)-3-(3-Chlorophenyl)-triarene(APCPT)was synthesized. The colour reaction of APCPT with Hg(II) was studied. At pH=10,5~12.2, in the presence of Tween-80,APCPT reacts with Hg(II)... A uew diazoamino reagent 1-(4-antipyrinyl)-3-(3-Chlorophenyl)-triarene(APCPT)was synthesized. The colour reaction of APCPT with Hg(II) was studied. At pH=10,5~12.2, in the presence of Tween-80,APCPT reacts with Hg(II) to form a red complex witk higb sensitivity.The molar ratio of Hg(II) to APCPT is 1:2. The molar absorptivity is 1.87 × 105L . mor. cm-1.Beer's law is obeyed for Hg in the range of0-16μg/25ml 展开更多
关键词 RU Antipyrinyl Chlorophenyl Synthesis of 1 triazene and Its Colour Reaction with Mercury
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1-(4-ANTIPYRINYL)-3-(2, 4-DINITROPHENYL)-TRIAZENE AND ITS COLOUR REACTION WITH CADMIUM
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作者 Bin XU Hong Yin ZHOU Shu Yin TONG 《Chinese Chemical Letters》 SCIE CAS CSCD 1993年第1期71-72,共2页
A new reagent,1(4 antipyriny1) 3(2,4-dinitropheny1)triazene(APDNBT), was synthesized in this lab and its analytical properties and its colour reaction with cadmium were studied.
关键词 triazene AND ITS COLOUR REACTION WITH CADMIUM ANTIPYRINYL DINITROPHENYL ITS
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Molecular and Crystal Structure of 1-(4-Chlorophenyl)-3-(2-nitrophenyl)-1-triazene
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作者 费正锆 张德纯 《Chinese Journal of Structural Chemistry》 SCIE CAS CSCD 北大核心 2001年第1期27-30,共4页
The title compound, 1 (4 chlorophenyl) 3 (2 nitrophenyl) 1 triazene (C 12 \|H 9ClN 4O 2, M r =276.68) crystallized in the orthorhombic system,space group Pbca (#15), with a=7.040(1), b=13.520(2), c=26.253(3), V=2498... The title compound, 1 (4 chlorophenyl) 3 (2 nitrophenyl) 1 triazene (C 12 \|H 9ClN 4O 2, M r =276.68) crystallized in the orthorhombic system,space group Pbca (#15), with a=7.040(1), b=13.520(2), c=26.253(3), V=2498.8(6) 3, D c =1.471g/cm 3, Z=8, μ (Mo Kα )=0.309mm -1 , F (000)=1136. The final R and wR are 0.0345 and 0\^0608 for 2428 observed reflections ( I>2σ(I) ), respectively. The title molecule has trans geometry about the central triazenyl linkage. The dihedral angle between the two phenyl rings is 5.5(2)° and the twist angle for the nitro group is 6.9(2)°. The whole molecule is almost coplanar, which results mainly from the intramolecular hydrogen bonds and the resonance effect in the middle of the skeleton. In the crystal structure, the inversion centre related molecules are packed anti parallely into mixed stacks through π…π interactions along [100] direction, and the interstack forces are mainly the hydrogen bonds and van der Waals interactions. 展开更多
关键词 molecular structure crystal structure resonance effect triazene
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Synthesis of 1-(5-nitro-3-benzopseudothiazolyl)-3-(4-phenylazophenyl)-triazene and Its Color Reaction with Cobalt
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作者 章汝平 林丹丽 《Journal of Donghua University(English Edition)》 EI CAS 2007年第4期539-541,共3页
A new chromogenic reagent, 1 -(5 - nitro- 3 - benzopsendothiazde)- 3 -(4 - phenylazophenyl) - triazene (NBPTPAPT) has been synthesized and used as a sensitive reagent for the spectrophotometric determination of ... A new chromogenic reagent, 1 -(5 - nitro- 3 - benzopsendothiazde)- 3 -(4 - phenylazophenyl) - triazene (NBPTPAPT) has been synthesized and used as a sensitive reagent for the spectrophotometric determination of cobalt. In the presence of Tween - 80, the reagent with Co ( Ⅱ ) forms a yellow complex (1 : 2) in the buffer solution of Na2B4O7 - NaOH at pH 10.54. The apparent molar absorptivity is 1.220× 10^5 L· mol^- 1· cm^- 1 with the linear range of 0 - 240μg/ L for Co (Ⅱ) by dual-wavelength spectrophotometry. Trace cobalt in vitamin B12 and tea samples has been determined with satisfactory results. 展开更多
关键词 1 - 5 - nitro - 3 - benzopseudothiazolyl - 3 -( 4 -phenylazophenyl )- triazene color reaction COBALT
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Synthesis and characterization of functionalized 1,3-bis(2-alkyltetrazol-5-yl)triazenes 被引量:3
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作者 Qi Wang Chen-Bin Wang +3 位作者 Fu-Qing Pang Tian Lu Hong-Quan Yin Fu-Xue Chen 《Chinese Chemical Letters》 SCIE CAS CSCD 2017年第8期1784-1787,共4页
A series of 1,3-bis(2-alkyltetrazol-5-yl)triazenes have been synthesized in high yields by treatment of sodium nitrite and hydrochloric acid with substituted-5-aminotetrazoles. All compounds were fully characterized... A series of 1,3-bis(2-alkyltetrazol-5-yl)triazenes have been synthesized in high yields by treatment of sodium nitrite and hydrochloric acid with substituted-5-aminotetrazoles. All compounds were fully characterized using IR spectroscopy,~1H NMR and^(13) C NMR spectroscopy and high resolution mass spectrometer(HRMS). Most of these triazenes exhibit good detonation performance comparable with TNT and low melting points ranging from 81°C to 106°C, which are suitable for melt-cast explosives.Among these compounds, 1,3-bis(2-azidoethyltetrazol-5-yl)triazene(2g) displays a low melting point(106°C), moderate onset decomposition temperature(183°C) and good detonation performance(D:7087 m/s; P: 17.6 GPa). 展开更多
关键词 Melt-cast explosives Tetrazoles Bis(tetrazolyl)triazenes Nitrogen-rich compounds Detonation parameter
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Preparation of pyrido[1,2-c][1,2,4]triazole-based π-conjugated triazene as a Fe3+ ion fluorescent sensor
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作者 Dong Yi Yaping Wu +4 位作者 Changyou Chen Li Wang Qin Wang Lin Pu Siping Wei 《Chinese Chemical Letters》 SCIE CAS CSCD 2019年第5期1059-1062,共4页
A highly efficient coupling reaction of N-heterocyclic carbene precursors with sulfonyl azides has been developed, affording a variety of pyrido[1,2-c][1,2,4]triazole-based π-conjugated triazenes. The present reactio... A highly efficient coupling reaction of N-heterocyclic carbene precursors with sulfonyl azides has been developed, affording a variety of pyrido[1,2-c][1,2,4]triazole-based π-conjugated triazenes. The present reaction proceeds under very mild conditions with good functional group tolerance. The resulting triazenes exhibit selective and sensitive fluorescent response toward Fe3+ion. 展开更多
关键词 triazene SULFONYL AZIDE Fluorescence Iron ION Sensor
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1-偶氮苯-3-噻唑-三氮烯的合成及其与锌的显色反应 被引量:1
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作者 翁觉 叶冰瑶 +1 位作者 丁力 董冬雪 《科技信息》 2010年第21期I0044-I0045,共2页
合成了新显色剂1-偶氮苯-3-噻唑-三氮烯(ABTT).并研究了它与锌的显色反应。在pH11.0的Na2B4O7-NaOH缓冲溶液中,TritonX-100表面活性剂存在下,试剂与锌生成4:1的红色配合物。配合物的最大吸收峰位于525nm,表观摩尔吸光系数为2.7×104... 合成了新显色剂1-偶氮苯-3-噻唑-三氮烯(ABTT).并研究了它与锌的显色反应。在pH11.0的Na2B4O7-NaOH缓冲溶液中,TritonX-100表面活性剂存在下,试剂与锌生成4:1的红色配合物。配合物的最大吸收峰位于525nm,表观摩尔吸光系数为2.7×104L·mol-1·cm-1。Zn2+浓度在0~460μg/L范围内符合比尔定律。用拟定方法测定工业废水中微量锌,结果满意。 展开更多
关键词 1-偶氮苯-3-噻唑-三氮烯 分光光度法
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Lewis base catalyzed ring-expansion of isatin with 2,2,2-trifluorodiazoethane(CF3CHN2):An efficient route to3-hydroxy-4-(trifluoromethyl)quinolinones
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作者 Shuaipeng Lv Yunfang Sun +2 位作者 Yue Xu Shihai Yang Lei Wang 《Chinese Chemical Letters》 SCIE CAS CSCD 2020年第6期1568-1571,共4页
A Lewis base catalyzed ring expansion of isatin with 2,2,2-trifluorodiazoethane(CF3 CHN2)is developed.It is characterized that the merge of tetramethylethylenediamine and CF3 CHN2 generates reactive triazene intermedi... A Lewis base catalyzed ring expansion of isatin with 2,2,2-trifluorodiazoethane(CF3 CHN2)is developed.It is characterized that the merge of tetramethylethylenediamine and CF3 CHN2 generates reactive triazene intermediates,which construct substituted 3-hydroxy-4-(trifluoromethyl)quinolinones with high efficiency.Synthetic application of the procedure is broadened by 3-trifluormethylpyrazole fused3-hydroxy-4-(trifluoromethyl)quinolinone synthesis. 展开更多
关键词 RING-EXPANSION Lewis base HETEROCYCLE QUINOLINONES triazene
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