Citation: Wu Wei, Song Sen, Cui Xiaowei, Sun Tao, Zhang Jian-Xin, Ni Xin-Long. pH-Switched fluorescent pseudorotaxane assembly of cucurbit[7]uril with bispyridinium ethylene derivatives[J]. Chinese Chemical Letters, ;2018, 29(1): 95-98. doi: 10.1016/j.cclet.2017.08.049 shu

pH-Switched fluorescent pseudorotaxane assembly of cucurbit[7]uril with bispyridinium ethylene derivatives

  • Corresponding author: Ni Xin-Long, longni333@163.com
  • Received Date: 27 May 2017
    Revised Date: 27 July 2017
    Accepted Date: 24 August 2017
    Available Online: 30 January 2017

Figures(6)

  • The host-guest properties of cucurbit[7]uril (Q[7]) and bispyridinium ethylene derivatives have been studied by 1H NMR spectroscopy, UV-vis absorption spectra, and fluorescence emission analysis. The proton shifts associated with the guest encapsulated by the host suggested that the Q[7]-based[2] pseudorotaxane behaves like a fast molecular shuttle along the bispyridinium ethylene axle of the guest upon protonation and deprotonation of the terminal carboxylates. In particular, the distinct fluorescent response signals indicated that the bispyridinium ethylene moiety not only behaves as the axle component for the pseudorotaxane system, but also acts as an optical reporting unit during the host-guest complexation.
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    1. [1]

      (a) V. Balzani, A. Credi, F. M. Raymo, J. F. Stoddart, Angew. Chem. Int. Ed. 112(2000) 3484-3530;
      (b) M. Gómez-López, J. A. Preece, J. F. Stoddart, Nanotechnology 7(1996) 183-192.

    2. [2]

      (a) R. S. Forgan, J. P. Sauvage, J. F. Stoddart, Chem. Rev. 111(2011) 5434-5464;
      (b) D. H. Qu, H. Tian, Chem. Sci. 2(2011) 1011-1015;
      (c) J. E. Beves, B. A. Blight, C. J. Campbell, D. A. Leigh, R. T. McBurney, Angew. Chem. Int. Ed. 50(2011) 9260-9327;
      (d) S. H. Li, Y. M. Zhang, Y. Liu, Chin. Sci. Bull. 61(2016) 3917-3923;
      (e) M. Xue, Y. Yang, X. D. Chi, X. Z. Yan, F. H. Huang, Chem. Rev. 115(2015) 7398-7501;
      (f) X. Wu, L. Gao, J. Z. Sun, X. Y. Hu, L. Y. Wang, Chin. Chem. Lett. 27(2016) 1655-1660;
      (g) H. Wang, Z. J. Zhang, H. Y. Zhang, Y. Liu, Chin. Chem. Lett. 24(2013) 563-567;
      (h) L. L. Hu, W. Xue, J. Yin, Chin. Chem. Lett. 27(2016) 155-158.

    3. [3]

      (a) B. Valeur, Molecular Fluorescence: principles and Applications, Wiley-VCH, Weinheim, Germany, 2002;
      (b) V. Balzani, A. Credi, M. Venturi, Molecular Devices and Machines-concepts and Perspectives for the Nanoworld, Wiley-VCH, Weinheim Germany, 2008.

    4. [4]

      (a) H. Wang, X. F. Ji, Z. T. Li, F. H. Huang, Adv. Mater. 29(2017) 1606117;
      (b) H. Zhang, J. Hu, D. H. Qu, Org. Lett. 14(2012) 2334-2337;
      (c) X. F. Ji, Y. Yao, J. Y. Li, X. Z. Yan, F. H. Huang, J. Am. Chem. Soc. 135(2013) 74-77;
      (d) T. T. Cao, X. Y. Yao, J. Zhang, Q. C. Wang, X. Ma, Chin. Chem. Lett. 26(2015) 867-871.

    5. [5]

      (a) J. Kim, I. S. Jung, S. Y. Kim, et al., J. Am Chem. Soc. 122(2000) 540-541;
      (b) A. I. Day, A. P. Arnold, R. J. Blanch, B. Snushall, J. Org. Chem. 66(2001) 8094-8100.

    6. [6]

      (a) S. J. Barrow, S. Kasera, M. J. Rowland, J. D. Barrio, O. A. Scherman, Chem. Rev. 115(2015) 12320-12406;
      (b) X. L. Ni, X. Xiao, H. Cong, et al., Acc. Chem. Res. 47(2014) 1386-1395.

    7. [7]

      (a) W. Zhang, Y. M. Zhang, S. H. Li, et al., Angew. Chem. Int. Ed. 55(2016) 11452-11456;
      (b) M. H. Tootoonchi, G. Sharma, J. Calles, R. Prabhakar, A. E. Kaifer, Chem. Int. Ed. 55(2016) 11507-11511;
      (c) J. Tian, Z. Y. Xu, D. W. Zhang, et al., Nature Commun. 7(2016) 11580;
      (d) Q. Zhang, D. H. Qu, Q. C. Wang, H. Tian, Angew. Chem. Int. Ed. 127(2015) 16015-16019;
      (e) L. C. Smith, D. G. Leach, B. E. Blaylock, O. A. Ali, A. R. Urbach, J. Am. Chem. Soc. 137(2015) 3663-3669;
      (f) H. Li, Y. W. Yang, Chin. Chem. Lett. 24(2013) 545-552.

    8. [8]

      G. Ghale, W.M. Nau, Acc. Chem. Res. 47(2014) 2150-2159.  doi: 10.1021/ar500116d

    9. [9]

      (a) X. L. Ni, S. Y. Chen, Z. Y. P. Yang, J. Am. Tao, Chem. Soc. 138(2016) 6177-6183;
      (b) S. K. Samanta, K. G. Brady, L. Isaacs, Chem. Commun. 53(2017) 2756-2759;
      (c) S. Q. Xu, X. Zhang, C. B. Nie, et al., Chem. Commun. 51(2015) 16417-16420;
      (d) L. H. Wang, Z. J. Zhang, H. Y. Zhang, H. L. Wu, Y. Liu, Chin. Chem. Lett. 24(2013) 949-952;
      (e) A. Singh, W. T. Yip, R. L. Halterman, Org. Lett. 14(2012) 4046-4049;
      (f) O. Buyukcakir, F. T. Yasar, O. A. Bozdemir, B. Icli, E. U. Akkaya, Org. Lett. 15(2013) 1012-1015.

    10. [10]

      K. Kim, Chem. Soc. Rev. 31(2002) 96-107.  doi: 10.1039/a900939f

    11. [11]

      V. Kolman, M.S. Khan, M. Babinský, R. Marek, V. Sindelar, Org. Lett. 13(2011) 6148-6151.  doi: 10.1021/ol2023888

    12. [12]

      H. Yang, Y.L. Liu, K. Liu, et al., Langmuir 29(2013) 12909-12914.  doi: 10.1021/la4025102

    13. [13]

      V. Sindelar, S. Silvi, A.E. Kaifer, Chem. Commun. 20(2006) 2185-2187.

    14. [14]

      (a) J. Mei, N. L. C. Leung, R. T. K. Kwok, J. W. Y. Lam, B. Z. Tang, Rev. 115(2015) 11718-11940;
      (b) J. S. Yang, C. K. Lin, A. M. Lahoti, et al., J. Phys Chem. A 113(2009) 4868-4877.

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