Spectroscopic, Electrochemistry and Thermal Properties of Monoand 1,1'-Disubstituted 1,2,3-Triazolylferrocene Derivatives

doi:10.6023/cjoc201703049

Chin. J. Org. Chem. ›› 2017, Vol. 37 ›› Issue (9): 2328-2335.DOI: 10.6023/cjoc201703049 Previous Articles Next Articles

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单取代与1,1'-双取代1,2,3-三唑基二茂铁衍生物的光谱、电化学与热性质

钱超, 绰洛鹏, 赵海英, 边占喜

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:2017-03-29 修回日期:2017-04-27 发布日期:2017-05-17
通讯作者: 赵海英 E-mail:hyzhao@imu.edu.cn
基金资助:
国家自然科学基金（No.21562032）、内蒙古自治区高等学校科学研究（No.NJZZ001）和内蒙古自治区自然科学基金（No.2013MS0207）资助项目.

Spectroscopic, Electrochemistry and Thermal Properties of Monoand 1,1'-Disubstituted 1,2,3-Triazolylferrocene Derivatives

Qian Chao, Chuo Luopeng, Zhao Haiying, Bian Zhanxi

College of Chemistry and Chemical Engineering, Inner Mongolia University, Inner Mongolia Key Laboratory of Fine Organic Synthesis, Hohhot 010021

Received:2017-03-29 Revised:2017-04-27 Published:2017-05-17
Contact: 10.6023/cjoc201703049 E-mail:hyzhao@imu.edu.cn
Supported by:
Project supported by National Natural Science Foundation of China (No. 21562032), the Research Program of Science and Technology at Universities of Inner Mongolia (No. NJZZ001) and the Natural Science Foundation of Inner Mongolia (Nos. 2013MS0207).

1. Spectroscopic, Electrochemistry and Thermal Properties of Monoand 1,1'-Disubstituted 1,2,3-Triazolylferrocene Derivatives.PDF(1586KB)

Abstract

A series of mono-and 1,1'-disubstituted 1,2,3-triazolylferrocene derivatives have been synthesized and characterized. In UV-Vis spectroscopy, 1,1'-disubstituted compounds have the larger molar absorption coefficient than those of monosubstituted compounds. The fluorescence intensity weakened with increasing the number of alkoxy chain and further weakened after introduction of the highly electronegative chlorine atom. All new compounds showed quasireversible redox process. The potentials for 1,1'-disubstituted 1,2,3-triazolylferrocene derivatives anodically shifted about 150 mV compared with those of monosubstituted compounds, indicating harder oxidation by loss of an electron for the former. These compounds started to decompose at about 285~305℃. The 1,2,3-triazolylferrocene derivative with one terminal alkoxy chain had high melting point, and suffered from degradation reaction before changing into isotropic liquid, and those with multiterminal alkoxy chains showed either simple melting and freezing process or crystal polymorphic phase to isotropic liquid phase transitions in the heating and cooling cycles.

Key words: ferrocene, triazole, spectrum, electrochemistry, thermal behavior

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Qian Chao, Chuo Luopeng, Zhao Haiying, Bian Zhanxi. Spectroscopic, Electrochemistry and Thermal Properties of Monoand 1,1'-Disubstituted 1,2,3-Triazolylferrocene Derivatives[J]. Chin. J. Org. Chem., 2017, 37(9): 2328-2335.

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单取代与1,1'-双取代1,2,3-三唑基二茂铁衍生物的光谱、电化学与热性质

Spectroscopic, Electrochemistry and Thermal Properties of Monoand 1,1'-Disubstituted 1,2,3-Triazolylferrocene Derivatives

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