高等学校化学学报

高等学校化学学报 ›› 2010, Vol. 31 ›› Issue (9): 1786.

• 研究论文 • 上一篇    下一篇

连茚四酮类有机磁性化合物的合成及性能

李平1, 孟继本2   

  1. 1. 天津理工大学化学化工学院, 天津 300384;
    2. 南开大学化学系, 天津 300071
  • 收稿日期:2009-12-08 出版日期:2010-09-10 发布日期:2010-09-10
  • 通讯作者: 李平, 女, 博士, 副教授, 主要从事功能有机化合物的研究. E-mail: llee2004@tjut.edu.cn
  • 基金资助:

    国家自然科学基金(批准号: 20372039)资助.

Synthesis and Properties of Bis-1,3-indanedione Organic Magnetic Compounds

LI Ping1*, MENG Ji-Ben2   

  1. 1. School of Chemistry and Chemical Engineering, Tianjin University of Technology, Tianjin 300384, China;
    2. Department of Chemistry, Nankai University, Tianjin 300071, China
  • Received:2009-12-08 Online:2010-09-10 Published:2010-09-10
  • Contact: LI Ping. E-mail: llee2004@tjut.edu.cn
  • Supported by:

    国家自然科学基金(批准号: 20372039)资助.

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被引次数

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摘要： 分别以邻苯二甲酸酐、4-甲基邻苯二甲酸酐和四氯邻苯二甲酸酐为原料, 采用Gabriel & Leupold法合成了3个连茚四酮类化合物, 即2,2′-二茚满-1,1′,3,3′-四酮(1)、5,5′-二甲基-2,2′-二茚满-1,1′,3,3′-四酮(2)和4,4′,5,5′,6,6′,7,7′-八氯-2,2′-二茚满-1,1′,3,3′-四酮(3). 元素分析、1H NMR、FTIR 和MS测定分析表明, 此3个分子主要以烯醇式存在, 同时存在分子内氢键; 通过电子自旋共振(ESR)谱测定, 给出了各化合物的ESR谱参数值. 结果表明, 化合物1~3均有良好的ESR图谱, 是只含有C, H, O及Cl的纯有机磁性化合物, 分子内都含有稳定的自由基. 通过量子化学计算, 推测出了自由基可能形成的位置及此类化合物最可能的存在形式(烯醇式), 且证明分子内存在1个氢键.

关键词: 连茚四酮, 异构化, 氢键, 电子自旋共振波谱, 量子化学计算

Abstract: 2,2′-Bis-indan-1,1′,3,3′-tetrone(1), 5,5′-dimethyl-2,2′-bis-indan-1,1′,3,3′-tetrone(2) and 4,4′,5,5′,6,6′,7,7′-octachloro-2,2′-bis-indan-1,1′,3,3′-tetrone(3) were prepared using phthalic anhydride, 4-methylphthalic anhydride and tetrachlorophthalic anhydride as raw materials by the Gabriel & Leupold method. The characteristic of compound 1—3 were confirmed by elemental analysis, 1H NMR, FTIR and MS. The ESR parameters were given by ESR analysis. As a new discovery, compound 1—3 showed excellent ESR spectra. These compounds, which are pure organic magnetic molecules containing only C, H, O and Cl, can all form stable free radicals. Through quantum-chemistry calculation, while the position that the free radicals occupy and the most possible existing form of these compounds were brought forward. That was as en-ol form and had one hydrogen bond in the molecule.

Key words: Bis-(1,3-indanedione), Isomerization, Hydrogen bond, ESR spectrometry, Quantum-chemistry calculation

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