有机化学 ›› 2007, Vol. 27 ›› Issue (02): 252-254. 上一篇    下一篇

研究简报

氯化锌催化下C60与枞酸的反应

丁霞a,林中祥*,a,邓慧敏b   

  1. (a南京林业大学化工学院 南京 210037)
    (b中山大学分析测试中心 广州 510275)
  • 收稿日期:2006-04-24 修回日期:2006-06-15 发布日期:2007-01-30
  • 通讯作者: 林中祥

Reaction of C60 with Abietic Acid Catalyzed by ZnCl2

DING Xiaa, LIN Zhong-Xiang*,a, DENG Hui-Minb   

  1. (a College of Chemical Engineering, Nanjing Forestry University, Nanjing 210037)
    (b Instrumental Analysis & Research Center, Sun Yat-sen University, Guangzhou 510275)
  • Received:2006-04-24 Revised:2006-06-15 Published:2007-01-30
  • Contact: LIN Zhong-Xiang

拟利用枞酸分子中的非同环共轭二烯在氯化锌作用下异构化成具有同环共轭二烯的海松酸结构, 再与C60进行Diels-Alder加成反应, 预测可以得到Diels-Alder加成产物. C60、枞酸及氯化锌在邻二氯苯溶剂中, 在氮气保护下于175~180 ℃反应8 h, 将反应物洗涤后进行硅胶柱层析分离, 采用FT-IR, 13C NMR, 1H NMR和MALDI-TOF-MS等分析方法对反应主要产物进行结构测定, 却意外发现得到C60与枞酸的加成过程中发生了脱羧脱氢反应且产物含有芳环的化学结构.

关键词: 脱氢, 脱羧, C60, 枞酸

The reaction of C60 with abietic acid was carried out in the presence of ZnCl2 in o-dichloro- benzene under the atmosphere of N2 at temperature of 175~180 ℃ for 8 h in order to obtain Diels-Alder adduct of C60 with pimaric acid to contain conjugated diene in the same ring derived from isomerization of abietic acid with conjugated diene in two different rings catalyzed by ZnCl2. FT-IR, 13C NMR, 1H NMR and MALDI-TOF-MS spectra were used to determine the obtained C60 adducts isolated through silica column chromatography. The results showed dehydrogenation and decarboxylation happened during the reaction and aromatic groups in obtained C60 adducts.

Key words: dehydrogenation, decarboxylation, abietic acid, C60