中华医学超声杂志

应用化学 ›› 2011, Vol. 28 ›› Issue (05): 526-530.DOI: 10.3724/SP.J.1095.2011.00391

• 研究论文 • 上一篇    下一篇

Heck反应合成1,2-二芳基乙烯类衍生物的新方法

刘上春1,黄亚文1,杨军校1,3*,朱方华2,李波2,张林2   

  1. (1.西南科技大学材料科学与工程学院 绵阳 621010;2.中国工程物理研究院 绵阳 621900;
    3.四川省非金属复合与功能材料重点实验室（省部共建国家重点实验室培育基地） 绵阳 621010)
  • 收稿日期:2010-07-02 修回日期:2010-08-11 出版日期:2011-05-10 发布日期:2011-05-10
  • 通讯作者: 杨军校，副教授; Tel/Fax:0816-2419076; E-mail:yangjunxiao@swust.edu.cn; 研究方向：有机功能高分子、有机合成
  • 基金资助:
    国家自然科学基金委员会中国工程物理研究院联合资金资助项目（NSFC-NSAF 10976024）

New Route to Synthesis 1,2-Diaryl Ethylene Derivatives by Heck Reaction

LIU Shangchun1, HUANG Yawen1, YANG Junxiao1,3*, ZHU Fanghua2, LI Bo2, ZHANG Lin2   

  1. (1.School of Material Science and Engineering,Southwest University of Science and Technology,Mianyang 621010;
    2.Chinese Academy of Engineering Physics,Mianyang 621900;
    3.State Key Laboratory Cultivation Base for Nonmetal Composite and Functional Materials,
    Southwest University of Science and Technology,Mianyang 621010)
  • Received:2010-07-02 Revised:2010-08-11 Published:2011-05-10 Online:2011-05-10
  • Contact: zhu fanghua

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摘要：

以1,3-二乙烯基-1,1,3,3-四甲基二硅氧烷（DVS）为烯源与溴代芳烃通过Heck反应一步法合成了1,2-二苯乙烯（V-bisPh）及1,2-二苯并环丁烯基乙烯（V-bisBCB）。 优化了反应条件：DMF/H2O为溶剂，温度120 ℃，溴化物（R-Br）与烯源DVS的投料摩尔比为5∶1，反应48 h，1,2-二苯并环丁烯基乙烯产率为45.1%，1,2-二苯乙烯产率为48.6%。

关键词: 二芳基乙烯类衍生物, Heck反应, 二乙烯基四甲基二硅氧烷

Abstract:

Heck reaction was employed to synthesize stilbene derivatives by utilizing 1,3-divinyl-1,1,3,3-tetramethyldisiloxane(DVS) as the ethylene source. The effects of the starting material molar ratio, reaction temperature and reaction time on the yield were investigated. A possible reaction mechanism was proposed. The results show that in DMF/H2O at 120 ℃, with the starting material molar ratio of R-Br∶DVS at 5∶1, and reaction time=48 h, the reaction produces 4-vinyl-bis-benzocyclobutene(V-bisBCB) and 1,2-diphenylethene(V-bisPh) with a yield of 45.1% and 48.6%, respectively.

Key words: diaryl ethylene derivatives, Heck reaction, divinyltetramethyldisiloxane

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