Chinese Journal of Organic Chemistry >
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).
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.
Shen Jianfeng , Yu Xuetao , Ye Yuyuan , Chen Rener , Jiang Huajiang , Zhou Qizhong . Supramolecular Catenane Chemistry Based on Crown Ether Derivatives[J]. Chinese Journal of Organic Chemistry, 2012 , 32(12) : 2265 -2275 . DOI: 10.6023/cjoc201206004
[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.
/
| 〈 |
|
〉 |