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一种非对称的双稠合四硫富瓦烯衍生物的合成
Synthesis of an Unsymmetrical Bi-fused Tetrathiafulvalene Derivative
【摘要】 以二硫化碳、二甲基甲酰胺为起始原料,亚磷酸三甲酯和亚磷酸三乙酯为偶联剂,利用多步Wittig交叉偶合反应,合成了一种双稠合的四硫富瓦烯衍生物2 (4′,5′ 二甲硫基 1′,3′二硫代环戊烯 2′叉) 5 (4′,5′ 二腈乙硫基 1′,3′二硫代环戊烯 2′叉) 1,3,4,6 四硫并环戊烯,该衍生物具有更为伸展的π共轭体系,因此有可能成为一种优良的电子给体。各步偶合反应的收率51 4%~82 4%。由于采用了交叉偶合反应及具有吸电子取代基,目的产物的收率高达82 4%。中间物及产物经IR和元素分析进行了结构鉴定。其中目标产物元素分析的实测值w(C)=33 59%,w(H)=2 30%,w(N)=4 18%与计算值w(C)=33 64%,w(H)=2 18%,w(N)=4 36%非常吻合,说明合成路线合理可行。
【Abstract】 By using carbon disulfide,trimethylphosphite,etc. as raw materials,a novel compound of bi-fused tetrathiafulvalene(TTF) derivative,2-〔4′,5′-bis(methylthio)-1′,3′-dithiole-2′-ylidene〕-5-〔4′,5′-bis(cyanoethylsulfanyl)-1′,3′-dithiole-2′-ylidene〕-1,3,4,6-tetrathiapentalene,was synthesized by Wittig cross-coupling reaction.It is a potential excellent electron-donor because of its extended conjugated system.The yield of the target product was as high as 82.4% due to adoption of cross-coupling reaction and electron-attracting group.The products including some intermediates were analyzed by IR and elementary analysis.Experimental data of the target product w(C)=33.59%,w(H)=2.30%,w(N)=4.18% coincide with the calculated values w(C)=33.64%,w(H)=2.18%,w(N)=4.36%,indicating that our route of synthesis is reasonable and feasible.
- 【文献出处】 精细化工 ,Fine Chemicals , 编辑部邮箱 ,2004年05期
- 【分类号】O621
- 【被引频次】8
- 【下载频次】165