基于冠醚衍生物的索烃化学
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
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).
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
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.
[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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