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有机化学
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有机化学 ›› 2005, Vol. 25 ›› Issue (12): 1565-1569. 上一篇    下一篇

研究论文

相转移催化条件下N-苯甲酰基-N'-芳基硒脲类化合物的合成及其超分子晶体结构

魏太保，王海，林奇，张有明*   

  1. (1西北师范大学化学化工学院 甘肃省高分子材料重点实验室 兰州 730070)
    (2内蒙古师范大学化学与环境科学学院 呼和浩特 010022)
  • 收稿日期:2004-12-16 修回日期:2005-06-29 发布日期:2005-11-30
  • 通讯作者: 张有明

Synthesis of N-Benzoyl-N'-arylselenoureas under Phase Transfer Catalysis Conditions and Supramolecular Crystal Structure

WEI Tai-Bao, WANG Hai, LIN Qi, ZHANG You-Ming*   

  1. (1 College of Chemistry and Chemical Engineering, Gansu Key Laboratory of Polymer Materi-als,
    Northwest Normal University, Lanzhou 730070)
    (2 College of Chemical and Environmental Science, Inner Mongolia Normal University, Huhhot 010022)
  • Received:2004-12-16 Revised:2005-06-29 Published:2005-11-30
  • Contact: ZHANG You-Ming

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以PEG-400为固液相转移催化剂, 通过苯甲酰氯与硒氰酸钾反应合成了中间体苯甲酰基异硒氰酸酯, 该中间体不需分离, 直接与芳胺反应, 得到N-苯甲酰基-N'-芳基硒脲(2a～2p), 这些化合物用1H NMR, IR及元素分析进行了表征, 并用X射线单晶衍射确定了化合物2k的单晶结构. 晶体结构表明, 该化合物通过分子间氢键组装成了沿a轴无限延伸的一维链状超分子结构. 晶体属于单斜晶系, P2(1)/c空间群, 晶胞参数: a＝1.1073(1) nm, b＝0.5745(1) nm, c＝2.4356(5) nm, β＝92.10(1)°, V＝1.5483(4) nm3, Z＝4, μ＝2.428.

关键词: N-苯甲酰基-N'-芳基硒脲, 超分子晶体结构, 相转移催化

Benzoyl chloride was treated with potassium selenocyanate in dichloromethane by using polyethylene glycal-400 as the solid-liquid phase transfer catalyst to yield the corresponding benzoyl isoselenocyanate. This intermediate did not need to be isolated and directly reacted with arylamines, affording the N-benzoyl-N'-arylselenoureas 2a～2p. These compounds were characterized by IR, 1H NMR spectra and elemental analysis and the single crystal structure of 2k has been confirmed by X-ray crystallographic analysis. In the crystal, the compound was assem-bled to a linear supramolecular structure along axis a by the intermolecular hydrogen bonds. The crystal belongs to the monoclinic crystal system with P2(1)/c space group and a＝1.1073(1) nm, b＝0.5745(1) nm, c＝2.4356(5) nm, β＝92.10(1)°, V＝1.5483(4) nm3, Z＝4, μ＝2.428.

Key words: supramolecular crystal structure, phase transfer catalysis, N-benzoyl-N'-arylselenourea