Synthesis of Novel Dithia-crown Ether Annulated Tetrathiafulvalene Derivatives

Chin. J. Org. Chem. ›› 2005, Vol. 25 ›› Issue (05): 570-575. Previous Articles Next Articles

Original Articles

新型四硫富瓦烯硫杂冠醚衍生物的合成

陈铁，刘武军，丛志奇，尹炳柱*

(延边大学理工学院化学系延吉 133002)

收稿日期:2004-09-27 修回日期:2004-12-06 发布日期:2004-04-30
通讯作者: 尹炳柱

Synthesis of Novel Dithia-crown Ether Annulated Tetrathiafulvalene Derivatives

CHEN Tie,LIU Wu-Jun,CONG Zhi-Qi,YIN Bing-Zhu*

(Department of Chemistry, School of Science and Engineering, Yanbian University, Yanji 133002)

Received:2004-09-27 Revised:2004-12-06 Published:2004-04-30
Contact: YIN Bing-Zhu

Abstract

In this paper, a series of 4,5-dithiacrown ether annulated 1,3-dithiole-2-thiones 8a～8d were prepared via condensing 4,5-bis(bromomethyl)-1,3-dithiole-2-thione (7) with 1,ω-dimercapto polyglycol derivatives in high dilution. The obvious template effect was found during the synthesis of 8c～8d. Self-coupling of crown-ether derivatives 8a～8d afforded the symmetric bis-crown-ether TTF derivatives 10a～10d and cross-coupling with 4,5-dimethylthio-1,3-dithiole-2-one (9) gave asymmetric mono crown-ether TTF derivatives 11a～11d in net triethyl phosphite. The electrochemical and ion-sensing properties of crown-ether TTF derivatives were studied by means of cyclic voltammetry.

Key words: tetrathiafulvalene, template effect, ion sensor, cyclic voltammetry, crown ether

Cite this article

CHEN Tie,LIU Wu-Jun,CONG Zhi-Qi,YIN Bing-Zhu*. Synthesis of Novel Dithia-crown Ether Annulated Tetrathiafulvalene Derivatives[J]. Chin. J. Org. Chem., 2005, 25(05): 570-575.

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新型四硫富瓦烯硫杂冠醚衍生物的合成

Synthesis of Novel Dithia-crown Ether Annulated Tetrathiafulvalene Derivatives

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