Chin. J. Org. Chem. ›› 2011, Vol. 31 ›› Issue (07): 1049-1055. Previous Articles     Next Articles

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七、八元瓜环对N-烯丙基-2-氨基吡啶光致环加成反应的选择性催化研究

王杞生*,1,丛航1,张建新*,1,2,陶朱1,薛赛凤1   

  1. (1贵州大学应用化学研究所 贵阳 550002)
    (2贵州省天然产物重点实验室 贵阳 550003)
  • 收稿日期:2010-11-01 修回日期:2011-01-15 发布日期:2011-03-02
  • 通讯作者: 张建新 E-mail:zjx620@126.com

Stereoselective Catalysis of Cucurbit[n]uril (n=7, 8) on Photocycloaddition of N-Allyl-2-aminopyridinium

Wang Qisheng*,1 Cong Hang1 Zhang Ji-anxin*,1,2 Tao Zhu1 Xue Saifeng1   

  1. (1 Institute of Applied Chemistry, Guizhou University, Guiyang 550002)
    (2 Key Laboratory of Chemistry for Natural Products of Guizhou Province, Guiyang 550003)
  • Received:2010-11-01 Revised:2011-01-15 Published:2011-03-02
  • Contact: Jian-Xin ZHANG E-mail:zjx620@126.com

The interactions of N-allyl-2-aminopyridinium (NPAP) with cucurbit[n]urils (Q[n], n=7, 8) have been investigated by employing fluorescence spectroscopy and 1H NMR spectroscopy technology. Based on the host-guest inclusion complexes in the ratio of 1∶1, the supramolecular catalysis of Q[7] or Q[8] on the photocycloaddition of NPAP has investigated. The reaction site and stereoselectivity have been observed from the 1H NMR spectra, and the supramolecular catalysis of Q[n] on the photocycloaddition of NPAP has been confirmed by comparing the initial rate in the absence and presence of the macrocyclic compounds.

Key words: N-allyl-2-aminopyridinium, cucurbit[n]uril, photocycloaddition, stereoselectivity, su-pramolecule