综述与进展

基于冠醚衍生物的索烃化学

  • 沈健芬 ,
  • 于雪涛 ,
  • 叶余原 ,
  • 陈仁尔 ,
  • 蒋华江 ,
  • 周其忠
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  • 台州学院化学系 台州 317000

收稿日期: 2012-06-05

  修回日期: 2012-07-04

  网络出版日期: 2012-07-11

基金资助

国家自然科学基金(No. 21172166)和浙江省自然科学基金(No. Y4100783)资助项目.

Supramolecular Catenane Chemistry Based on Crown Ether Derivatives

  • Shen Jianfeng ,
  • Yu Xuetao ,
  • Ye Yuyuan ,
  • Chen Rener ,
  • Jiang Huajiang ,
  • Zhou Qizhong
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  • Department of Chemistry, Taizhou University, Taizhou 317000

Received date: 2012-06-05

  Revised date: 2012-07-04

  Online published: 2012-07-11

Supported by

Project supported by the National Natural Science Foundation of China (No. 21172166) and the Natural Science Foundation of Zhejiang Province (No. Y4100783).

摘要

索烃, 作为一种基本的机械互锁结构, 由于其在拓扑学上的重要性、分子性质的独特性、以及在功能性纳米材料和人工分子机器等方面的潜在应用性, 从而受到了科学界的广泛关注. 随着模板导向合成法的建立, 具有不同拓扑结构和功能的索烃分子被成功的合成与研究. 作为第一代大环主体的冠醚化合物更是被广泛的应用于索烃的制备. 因此, 系统地介绍了基于冠醚衍生物的索烃化学的进展.

本文引用格式

沈健芬 , 于雪涛 , 叶余原 , 陈仁尔 , 蒋华江 , 周其忠 . 基于冠醚衍生物的索烃化学[J]. 有机化学, 2012 , 32(12) : 2265 -2275 . DOI: 10.6023/cjoc201206004

Abstract

Catenanes, as one kind of the basic mechanically interlocked superstructures, have drawn considerable attention from the scientific community, not only because of their topological importance and unique properties, but also due to their potential for applications in artificial molecular machines and functional nanomaterials. Template-directed protocols have facilitated the efficient preparations of various kinds of catenanes. Thereinto, as the first macrocyclic host, crown ether derivatives have been widely used to prepare catenanes. Therefore, the development of supramolecular catenane chemistry based on crown ether derivatives is systematically addressed.

参考文献

[1] Nepogodiev, S. A.; Stoddart, J. F. Chem. Rev. 1998, 98, 1959.

[2] Beves, J. E. B.; Blight, A.; Campbell, C. J.; Leigh, D. A.; Mcburney, R. T. Angew. Chem., Int. Ed. 2011, 50, 9260.

[3] Forgan, R. S.; Sauvage, J.-P.; Stoddart, J. F. Chem. Rev. 2011, 111, 5434.

[4] Raymo, F. M.; Stoddart, J. F. Chem. Rev. 1999, 99, 1643.

[5] Niu, Z.; Gibson, H. W. Chem. Rev. 2009, 109, 6024.

[6] Amabilino, D. B.; Stoddart, J. F. Chem. Rev. 1995, 95, 2725.

[7] Safarowsky, O.; Windisch, B.; Mohry, A.; Vögtle, F. J. Prakt. Chem. 2000, 342, 437.

[8] Hudson, B.; Vinograd, J. Nature 1967, 216, 647.

[9] Clayton, D. A.; Vinograd, J. Nature 1967, 216, 652.

[10] Wikoff, W. R.; Liljas, L.; Duda, R. L.; Tsuruta, H.; Hendrix, R. W.; Johnson, J. E. Science 2000, 289, 2129.

[11] Logeman, E.; Rissler, K.; Schill, G.; Fritz, H. Ber. Dtsch. Chem. Ges. 1981, 114, 2245.

[12] Schill, G.; Rissler, K.; Fritz, H.; Vetter, W. Angew. Chem., Int. Ed. 1981, 20, 187.

[13] Schill, G.; Schweickert, N.; Fritz, H.; Vetter, W. Angew. Chem., Int. Ed. 1983, 22, 889.

[14] Sauvage, J.-P.; Collin, J.-P.; Chambron, J.-C.; Gulllerez, S.; Coudret, C. Chem. Rev. 1994, 94, 993.

[15] Stoddart, J. F. Chem. Soc. Rev. 2009, 38, 1521.

[16] Beves, J. E.; Blight, B. A.; Campbell, C. J.; Leigh, D. A.; McBurney, R. T. Angew. Chem., Int. Ed. 2011, 50, 9260.

[17] Leigh, D. A.; Lusby, P. J.; Teat, S. J.; Wilson, A. J.; Wong. J. K. Y. Angew. Chem., Int. Ed. 2001, 40, 1538.

[18] Sambrook, M. R.; Beer, P. D.; Wisner, J. A.; Paul, R. L.; Cowley, A. R. J. Am. Chem. Soc. 2004, 126, 15364.

[19] Hunter, C. A. J. Am. Chem. Soc. 1992, 114, 5303.

[20] Vögtle, F.; Meier, S.; Hoss, R. Angew. Chem., Int. Ed. 1992, 31, 1619.

[21] Johnston, A. G.; Leigh, D. A.; Pritchard, R. J. Angew. Chem., Int. Ed. 1995, 34, 1209.

[22] Harada, A. Acc. Chem. Res. 2001, 34, 456.

[23] Liu, Y.; Yang, Z.; Chen, Y. J. Org. Chem. 2008, 73, 5298.

[24] Kim, K. Chem. Soc. Rev. 2002, 31, 96.

[25] Park, K.-M.; Kim, S.-Y.; Heo, J.; Whang, D.; Sakamoto, S.; Yamaguchi, K.; Kim, K. J. Am. Chem. Soc. 2002, 124, 2140.

[26] Ashton, P. R.; Goodnow, T. T.; Kaifer, A. E.; Reddington, M. V.; Slawin, A. M. Z.; Spencer, N.; Stoddart, J. F.; Vicent, C.; Williams, D. J. Angew. Chem., Int. Ed. 1989, 28, 1396.

[27] Balzani, V.; Credi, A.; Langford, S. J.; Raymo, F. M.; Stoddart, J. F.; Venturi, M. J. Am. Chem. Soc. 2000, 122, 3542.

[28] Amabilino, D. B.; Ashton, P. R.; Brown, C. L.; Cordora, E.; Godinez, L. A.; Godinez, L. A.; Kaifer, A. E.; Newton, S. P.; Pietraszkiewicz, M.; Philp, D.; Raymo, F. M.; Reder, A. S.; Rutland, M. T.; Slawin, A. M. E.; Spencer, N.; Stoddart, J. F.; Williams, D. J. J. Am. Chem. Soc. 1995, 117, 1271.

[29] Yan, X.; Wei, P.; Zhang, M.; Chi, X.; Liu, J.; Huang, F. Org. Lett. 2011, 13, 6370.

[30] Yan, X.; Wang, F.; Zheng, B.; Huang, F. Chem. Soc. Rev. 2012, 41, 6042.

[31] Guidry, E. N.; Cantrill, S. J.; Stoddart. J. F.; Grubbs, R. H. Org. Lett. 2005, 7, 2129.

[32] Chiu, S.-H.; Elizarov, A. M.; Glink, P. T.; Stoddart, J. F. Org. Lett. 2002, 4, 3561.

[33] Loeb, S. J.; Wisner, J. A. Angew. Chem., Int. Ed. 1998, 37, 2838.

[34] Loeb, S. J. Chem. Soc. Rev. 2007, 36, 226.

[35] Hubbard, A. L.; Dacidson, G. J. E.; Patel, R. H.; Wisner, J. A.; Loeb. S. J. Chem. Commun. 2004, 138.

[36] Zhu, X.-Z.; Chen, C.-F. J. Am. Chem. Soc. 2005, 127, 13158.

[37] Blanco, V.; Chas, M.; Abella, D.; Peinador, C.; Quintela, J. M. J. Am. Chem. Soc. 2007, 129, 13978.

[38] Zhang, M.; Luo, Y.; Zheng, B.; Yan, X.; Fronczek, F. R.; Huang, F. Eur. J. Org. Chem. 2010, 6798.

[39] Miljani?, O. Š.; Stoddart, J. F. Proc. Natl. Acad. Sci. U. S. A. 2007, 104, 12966.

[40] Liu, Y.; Bruneau, A.; He, J.; Abliz, Z. Org. Lett. 2008, 10, 765.

[41] Niu, Z.; Slebodnick, C.; Bonrad, K.; Huang, F.; Gibson, H. W. Org. Lett. 2011, 13, 2872.

[42] Yan, X.; Wei, P.; Xia, B.; Huang, F.; Zhou, Q. Chem. Commun. 2012, 48, 4968.

[43] Zhang, M.; Zhu, K.; Huang, F. Chem. Commun. 2010, 46, 8131.

[44] Niu, Z.; Huang, F.; Gibson, H. W. J. Am. Chem. Soc. 2011, 133, 2836.

[45] Liu, M.; Li, S.; Zhang, M.; Zhou, Q.; Wang, F.; Hu, M.; Fronczek, F. R.; Li, N.; Huang, F. Org. Biomol. Chem. 2009, 7, 1288.

[46] Li, S.; Liu, M.; Zheng, B.; Zhu, K.; Wang, F.; Li, N.; Zhao, X.-L.; Huang, F. Org. Lett. 2009, 11, 3350.

[47] Liu, M.; Li, S.; Hu, M.; Wang, F.; Huang, F. Org. Lett. 2010, 12, 760.

[48] Fang, L.; Wang, C.; Fahrenbach, A. C.; Trabolsi, A.; Botros, Y. Y.; Stoddart, J. F. Angew. Chem., Int. Ed. 2011, 50, 1805.

[49] Peinador, C.; Blanco, V.; Quintela, J. M. J. Am. Chem. Soc. 2009, 131, 920.

[50] Vickers, M. S.; Beer, P. D. Chem. Soc. Rev. 2007, 36, 211. Amabilino, D. B.; Ashton, P. R.; Reder, A. S.; Spencer, N.; Stoddart, J. F. Angew. Chem., Int. Ed. 1994. 33. 1286.

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