Chinese Journal of Organic Chemistry ›› 2019, Vol. 39 ›› Issue (10): 2867-2874.DOI: 10.6023/cjoc201904042 Previous Articles     Next Articles

Special Issue: 有机超分子化学合辑



孙卫东, 叶琳, 刘佳, 郑璐, 郭文彩, 韩森凯, 邵成园, 江华*()   

  1. 北京师范大学化学学院 理论与计算光化学教育部重点实验室 北京 100875
  • 收稿日期:2019-04-16 修回日期:2019-05-08 发布日期:2019-06-03
  • 通讯作者: 江华
  • 基金资助:
    国家重点基础研究发展计划(973 Program);国家重点基础研究发展计划(2015CB856502);国家重点基础研究发展计划(973计划);国家重点基础研究发展计划(No. 2015CB856502);国家自然科学基金(Nos. 21572023);国家自然科学基金(21672026)

Self-Assembled of Corannulene-Based Molecular Cage with Fullerenes as Template

Sun, Weidong, Ye, Lin, Liu, Jia, Zheng, Lu, Guo, Wencai, Han, Senkai, Shao, Chengyuan, Jiang, Hua*()   

  1. Key Laboratory of Theoretical and Computational Photochemistry and Key Laboratory of Radiopharmaceuticals,College of Chemistry, Beijing Normal University, Beijing 100875
  • Received:2019-04-16 Revised:2019-05-08 Published:2019-06-03
  • Contact: Jiang, Hua
  • Supported by:
    Project supported by the Major State Basic Research Development Program of China(973 Program);Project supported by the Major State Basic Research Development Program of China(2015CB856502);Project supported by the Major State Basic Research Development Program of China(973计划);Project supported by the Major State Basic Research Development Program of China(No. 2015CB856502);the National Natural Science Foundation of China(Nos. 21572023);the National Natural Science Foundation of China(21672026)

A tetrapyridyl substituted corannulene derivative COPY2 was designed and synthesized. Only in the presence of template molecule C60 or C70, COPY2 and palladium could form 1∶1 molecular cage complex C60/70?COPY2-Pd by self-assembly at room temperature and 55 ℃ respectively. C60 and C70 were used not only as a template for constructing target molecular cages, but also as a stabilizer for molecular cage. When 1.0 equiv. C70 mixed with C60?COPY2-Pd or 1.0 equiv. C60 mixed with C70?COPY2-Pd, the ratio of complex C60?COPY2-Pd to C70?COPY2-Pd is 4∶1 after the mixtures were heated at 90 ℃ for 48 h, which is consistent with the ratio of COPY2 and Pd(CH3CN)2Cl2 mixed with C60 and C70 (1∶1). Only the complex C60?COPY2-Pd was observed when the ratio of C60 to C70 is 2∶1. However, even the ratio of C60 to C70 is 1∶2, complex C60?COPY2-Pd is still the dominant species in the mixture. These results demonstrate that complexing ability of COPY2 with C60 is stronger than that of COPY2 with C70. 4-Dimethylaminopyridine (DMAP) was chosen to dissociate the cage so as to release fullerene and ligand. Therefore, the ligand COPY2 could be used to the enrichment of C60 at room temperature.

Key words: corannulene, molecular cage, fullerene, self-assembly