研究简报

二茂铁基1,2,3-三唑化合物的电化学与热性质

  • 徐建伟 ,
  • 王绍辉 ,
  • 李旸 ,
  • 赵海英 ,
  • 李保国 ,
  • 边占喜
展开
  • 内蒙古大学化学化工学院 内蒙古自治区精细有机合成重点实验室 呼和浩特 010021

收稿日期: 2015-02-15

  修回日期: 2015-03-20

  网络出版日期: 2015-03-24

基金资助

国家自然科学基金(No. 21102068)、内蒙古自治区自然科学基金(No. 2013MS0207)和内蒙古自治区高等学校科学研究(Nos. NJZZ001, 2014JQ02)资助项目.

Electrochemical and Thermal Properties of Ferrocenyl 1,2,3-Triazole

  • Xu Jianwei ,
  • Wang Shaohui ,
  • Li Yang ,
  • Zhao Haiying ,
  • Li Baoguo ,
  • Bian Zhanxi
Expand
  • Inner Mongolia Key Laboratory of Fine Organic Synthesis and College of Chemistry and Chemical Engineering, Inner Mongolia University, Hohhot 010021

Received date: 2015-02-15

  Revised date: 2015-03-20

  Online published: 2015-03-24

Supported by

Project supported by the National Natural Science Foundation of China (No. 21102068), the Natural Science Foundation of Inner Mongolia (No. 2013MS0207) and the Research Program of Science and Technology at Universities of Inner Mongolia (Nos. NJZZ001, 2014JQ02).

摘要

合成并表征了含有硝基(3a3c)和氨基(4a4c)的两系列二茂铁1,2,3-三唑化合物. 循环伏安实验中代表化合物3b4b均展示准可逆的单电子氧化还原进程, 且相对于3b, 化合物4b的氧化还原电位向阴极方向移动17 mV左右, 说明含有氨基的4b更易于氧化. 热性质研究表明, 含有硝基的系列化合物在升温或降温过程中发生了多晶相转变; 而含有氨基的系列化合物随着烷基链的延长, 出现了晶体到介晶相的转变过程, 且介晶相温度范围可宽达90 ℃. 这些研究为此类化合物在功能材料方面的应用提供一定的理论依据.

本文引用格式

徐建伟 , 王绍辉 , 李旸 , 赵海英 , 李保国 , 边占喜 . 二茂铁基1,2,3-三唑化合物的电化学与热性质[J]. 有机化学, 2015 , 35(7) : 1526 -1530 . DOI: 10.6023/cjoc201502024

Abstract

Ferrocenyl 1,2,3-triazoles with nitro (3a3c) or amino (4a4c) were synthesized and characterized. The cyclic voltammogram investigations revealed that redox-active ferrocenyl groups of two series of compounds exhibited quasireversible one-electron transfer processes. As compared to compound 3b, the potential for 4b with amino cathodically shifted 17 mV thereby suggesting easier oxidation by loss of an electron for the latter. Their thermal behaviors indicated that compounds 3a3c were all non-mesomorphic, and showed crystal polymorphic phase transitions in the heating and cooling cycles. Whereas 4a4c displayed liquid crystal behaviors over 90 ℃ mesophase range. The research is supposed to provide some theoretical basis for this kind of compound using in function materials.

参考文献

[1] Ganesh, V.; Sudhir, V. S.; Kundu, T.; Chandrasekaran, S. Chem. Asian J. 2011, 6, 2670.
[2] Kolb, H. C.; Finn, M. G.; Sharpless, K. B. Angew. Chem. 2001, 113, 2056.
[3] Diallo, A. K.; Menuel, S.; Monflier, E.; Ruiz, J.; Astruc, D. Tetrahedron Lett. 2010, 51, 4617.
[4] Casas-Solvas, J. M.; Vargas-Berenguel, A.; Capitán-Vallvey, L. F.; Santoyo-González, F. Org. Lett. 2004, 6, 3687.
[5] Zhao, H. Y.; Zhu, Y. Z.; Chen, C.; He, L.; Zheng, J. Y. Carbon 2012, 50, 4894.
[6] Fukuzawa, S.-I.; Oki, H.; Hosaka, M.; Sugasawa, J.; Kikuchi, S. Org. Lett. 2007, 9, 5557.
[7] Martic, S.; Labib, M.; Shipman, P. O.; Kraatz, H.-B. Dalton Trans. 2011, 40, 7264.
[8] Kadkin, O. N.; Galyametdinov, Y. G. Russ. Chem. Rev. 2012, 81, 675.
[9] Cho, B.-K.; Kim, S. H. Soft Matter 2014, 10, 553.
[10] Yeap, G. Y.; Balamurugan, S.; Srinivasan, M. V.; Kannan, P. New J. Chem. 2013, 37, 1906.
[11] Ryu, M. H.; Choi, J. W.; Kim, H. J.; Park, N.; Cho, B. K. Angew. Chem., Int. Ed. 2011, 50, 5737.
[12] Yu, W. H.; Chen, C.; Hu, P.; Wang, B. Q.; Redshaw, C.; Zhao, K. Q. RSC Adv. 2013, 3, 14099.
[13] Amer, W. A.; Wang, L.; Yu, H.; Amin, A. M.; Wang, Y. J. Inorg. Organomet. Polym. 2012, 22, 1229.
[14] Massiot, P.; Impéror-Clerc, M.; Veber, M.; Deschenaux, R. Chem. Mater. 2005, 17, 1946.
[15] Zhao, H. Y.; Guo, L.; Chen, S. F.; Bian, Z. X. J. Mol. Struct. 2013, 1054, 164.
[16] Zhao, H. Y.; Zhu, X. Y.; Wang, D.; Chen, S. F.; Bian, Z. X. Aust. J. Chem. 2015, 68, 1035.
[17] Muller, T. J.; Conradie, J.; Erasmus, E. Polyhedron 2012, 33, 257.
[18] Wang, D.; Zhu, X. Y.; Zhao, H. Y.; Bian, Z. X. Chin. J. Org. Chem. 2015, 35, 1131 (in Chinese).(王栋, 朱学友, 赵海英, 边占喜, 有机化学, 2015, 35, 1131.)

文章导航

/