Electrochemistry and liquid crystal properties of mono-substituted 1,2,3-triazolylferrocene derivatives

被引:11
作者
Zhao, Haiying [1 ]
Liu, Xiaoyin [1 ]
Chuo, Luopeng [1 ]
Chen, Shufeng [1 ]
Bian, Zhanxi [1 ]
机构
[1] Inner Mongolia Univ, Coll Chem & Chem Engn, Inner Mongolia Key Lab Fine Organ Synth, Hohhot 010021, Peoples R China
基金
中国国家自然科学基金;
关键词
Ferrocene; 1,2,3-Triazole; Electrochemistry; Liquid crystal; 1,2,3-(NH)-TRIAZOLYLFERROCENE DERIVATIVES; CLICK CHEMISTRY; FERROCENE; COLUMNAR; COMPLEXES; COPPER(II); BEHAVIOR; PHASE; UNIT;
D O I
10.1016/j.molliq.2015.02.031
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
Mono-substituted 1,2,3-triazolylferrocene derivatives with nitro groups (2a-2c) had been synthesized and characterized. The UV-vis absorption spectra of these compounds corresponded to the assembled spectra of ferrocene and aryl substitute groups in comparison with the control compound 2d without a ferrocenyl, and the fluorescence spectra showed a maximum at about 380 nm in CH2Cl2. The cyclic voltammograms of 2a-2c showed the quasi-reversible oxidation waves of the ferrocenyl groups, and these waves anodically shifted in comparison with the ferrocene standard due to the electron withdrawing effect of the 1,2,3-triazole ring and nitro groups. According to thermal polarizing microscopy, differential scanning calorimetry and powder X-ray diffraction studies, compounds 2a-2d were all non-mesomorphic and displayed crystal polymorphic phase transitions upon heating. (C) 2015 Elsevier B.V. All rights reserved.
引用
收藏
页码:213 / 217
页数:5
相关论文
共 50 条
[31]   Star-Shaped Ferrocene-Based 1,4-Disubstituted-1,2,3-Triazole Derivatives: Synthesis, Characterization, and Investigation of Linear Optical and Electrochemical Properties [J].
Rahimpour, Keshvar ;
Teimuri-Mofrad, Reza .
APPLIED ORGANOMETALLIC CHEMISTRY, 2020, 34 (11)
[32]   Synthesis and properties of some 1,1'-bis[N-formyl-N'-substituted thiourea]ferrocene derivatives: Crystal structure of 1,1'-bis[N-formyl-N'-p-chlorophenylthiourea]ferrocene [J].
Yuan, YF ;
Ye, SM ;
Zhang, LY ;
Wang, B ;
Wang, JT .
POLYHEDRON, 1997, 16 (10) :1713-1718
[33]   Synthesis, spectroscopic, electrochemistry and antioxidant properties of benzofuroxan and 2H-benzimidazole 1,3-dioxide derivatives: Effects of conjugation with electron-acceptor 1,2,3-triazolyl-1,2,4-oxadiazole [J].
Mayer, Joao C. P. ;
Pereira, Paola C. ;
Sagrilo, Pauline L. ;
Iglesias, Bernardo A. ;
Back, Davi F. ;
da Rocha, Vinicius N. ;
Kohler, Mateus H. ;
Rodrigues, Oscar E. D. ;
Dornelles, Luciano .
JOURNAL OF MOLECULAR STRUCTURE, 2024, 1311
[34]   Synthesis and properties of BF2- & PO2-complexes of mono meso-heterocycle substituted 25-oxasmaragdyrins and derivatives [J].
Umasekhar, Booruga ;
Ravikanth, Mangalampalli .
TETRAHEDRON, 2018, 74 (03) :407-417
[35]   1,2,3-Triazole naphthaldehyde compounds and their oxime derivatives: in vitro and in silico DNA binding properties [J].
Acuz, Ahmet ;
Gungor, Ozge ;
Kilicaslan, Derya ;
Guengoer, Seyit Ali ;
Kose, Muhammet .
JOURNAL OF BIOMOLECULAR STRUCTURE & DYNAMICS, 2025,
[36]   Efficient synthesis and antimicrobial evaluation of 2-((1-substituted-1H-1,2,3-triazol-4-yl)-1-naphthaldehydes and their oxime derivatives [J].
Pinki Yadav ;
Kashmiri Lal ;
Poonam Rani ;
Satbir Mor ;
Ashwani Kumar ;
Anil Kumar .
Medicinal Chemistry Research, 2017, 26 :1469-1480
[37]   Efficient synthesis and antimicrobial evaluation of 2-((1-substituted-1H-1,2,3-triazol-4-yl)-1-naphthaldehydes and their oxime derivatives [J].
Yadav, Pinki ;
Lal, Kashmiri ;
Rani, Poonam ;
Mor, Satbir ;
Kumar, Ashwani ;
Kumar, Anil .
MEDICINAL CHEMISTRY RESEARCH, 2017, 26 (07) :1469-1480
[38]   Synthetic investigations and photo-physical properties of 1,2,3-triazole encapped chalconyl substituted organotriethoxysilanes [J].
Singh, Gurjaspreet ;
Arora, Aanchal ;
Mangat, Satinderpal Singh ;
Singh, Jandeep ;
Rani, Sunita ;
Kaur, Navneet .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2015, 777 :6-15
[39]   Syntheses and physical properties of ferrocene derivatives (XVII) crystal structure of a liquid crystalline ferrocene derivative, 1,1′-bis[5-[4-(4-methoxyphenoxycarbonyl)phenoxy]pentyloxycarbony]ferrocene [J].
Nakamura, N ;
Okabe, T ;
Takahashi, T .
MOLECULAR CRYSTALS AND LIQUID CRYSTALS, 2005, 441 :243-250
[40]   Calamitic liquid crystals of 1,2,3-triazole connected to azobenzene: synthesis, characterisation and anisotropic properties [J].
Balamurugan, Subramanian ;
Yeap, Guan-Yeow ;
Mahmood, Wan Ahmad Kamil .
LIQUID CRYSTALS, 2014, 41 (06) :776-783