Self-assembled interwoven cages from triptycene-derived bis-macrotricyclic polyether and multiple branched paraquat-derived subunits

Organic Letters

Volumn 12, Issue 24, 2010, Pages 5764-5767

  Guo, Jia Bin ^a   Jiang, Yi ^a,b   Chen, Chuan Feng ^a  

^a INSTITUTE OF CHEMISTRY   (China)

^b UNIVERSITY OF CHINESE ACADEMY OF SCIENCES   (China)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 78650366986     PISSN: 15237060     EISSN: 15237052     Source Type: Journal    
DOI: 10.1021/ol102670y     Document Type: Article

References (44)

1. Klosterman, J. K.; Yamauchi, Y.; Fujita, M. Chem. Soc. Rev. 2009, 38, 1714-1725 and references therein
2. Mal, P.; Breiner, B.; Rissanen, K.; Nitschke, J. R. Science 2009, 324, 1697-1699
3. Sato, S.; Iida, J.; Suzuki, K.; Kawano, M.; Ozeki, T.; Fujita, M. Science 2006, 313, 1273-1276
4. Lu, Z.; Knobler, C. B.; Furukawa, H.; Wang, B.; Liu, G.; Yaghi, O. M. J. Am. Chem. Soc. 2009, 131, 12532-12533
5. Ghosh, K.; Hu, J.; White, H. S.; Stang, P. J. J. Am. Chem. Soc. 2009, 131, 6695-6697
6. Fiedler, D.; Leung, D. H.; Bergman, R. G.; Raymond, K. N. Acc. Chem. Res. 2005, 38, 351-360
7. Jin, P.; Dalgarno, S. J.; Atwood, J. L. Coord. Chem. Rev. 2010, 254, 1760-1768
8. Sgarlata, C.; Mugridge, J. S.; Pluth, M. D.; Tiedemann, B. E. F.; Zito, V.; Arena, G.; Raymond, K. N. J. Am. Chem. Soc. 2010, 132, 1005-1009
9. Steed, J.; Atwood, J.; Corporation, E. Supramolecular Chemistry; Wiley & Sons: Chichester, 2009.
10. Hof, F.; Craig, S. L.; Nuckolls, C.; Rebek, J. J. Angew. Chem., Int. Ed. 2002, 41, 1488-1508
11. Cave, G. W. V.; Antesberger, J.; Barbour, L. J.; McKinlay, R. M.; Atwood, J. L. Angew. Chem., Int. Ed. 2004, 43, 5263-5266
12. Podkoscielny, D.; Philip, I.; Gibb, C. L. D.; Gibb, B. C.; Kaifer, A. E. Chem. - Eur. J. 2008, 14, 4704-4710
13. Bonaccorso, C.; Ciadamidaro, A.; Sgarlata, C.; Sciotto, D.; Arena, G. Chem. Commun. 2010, 46, 7139-7141
14. Hou, J. L.; Ajami, D.; Rebek, J. J. Am. Chem. Soc. 2008, 130, 7810-7811
15. Shenoy, S. R.; Crisostomo, F. R. P.; Iwasawa, T.; Rebek, J. J. Am. Chem. Soc. 2008, 130, 5658-5659
16. Hooley, R. J.; Restorp, P.; Iwasawa, T.; Rebek, J. J. Am. Chem. Soc. 2007, 129, 15639-15643
17. Dube, H.; Ajami, D.; Rebek, J. Angew. Chem., Int. Ed. 2010, 49, 3192-3195
18. Gibb, C. L. D.; Sundaresan, A. K.; Ramamurthy, V.; Gibb, B. C. J. Am. Chem. Soc. 2008, 130, 4069-4080
19. Sundaresan, A. K.; Ramamurthy, V. Org. Lett. 2007, 9, 3575-3578
20. Natarajan, A.; Kaanumalle, L. S.; Jockusch, S.; Gibb, C. L. D.; Gibb, B. C.; Turro, N. J.; Ramamurthy, V. J. Am. Chem. Soc. 2007, 129, 4132-4133
21. Hou, J.-L.; Ajami, D.; Rebek, J. J. Am. Chem. Soc. 2008, 130, 7810-7811
22. Rebek, J. Acc. Chem. Res. 2009, 42, 1660-1668
23. Iwasawa, T.; Hooley, R. J.; Rebek, J. Science 2007, 317, 493-496
24. Kaanumalle, L. S.; Ramamurthy, V. Chem. Commun. 2007, 1062-1064
25. Zong, Q.-S.; Chen, C.-F. Org. Lett. 2006, 8, 211-214
26. Han, T.; Chen, C.-F. Org. Lett. 2007, 9, 4207-4210
27. Han, T.; Zong, Q.-S.; Chen, C.-F. J. Org. Chem. 2007, 72, 3108-3111
28. Jiang, Y.; Guo, J.-B.; Chen, C.-F. Chem. Commun. 2010, 46, 5536-5538
29. Zhao, J.-M.; Zong, Q.-S.; Han, T.; Xiang, J.-F.; Chen, C.-F. J. Org. Chem. 2008, 73, 6800-6806
30. Guo, J.-B.; Xiang, J.-F.; Chen, C.-F. Eur. J. Org. Chem. 2010, 5056-5062
31. Xia, H. J.; He, J. T.; Peng, P.; Zhou, Y. H.; Li, Y. W.; Tian, W. J. Tetrahedron Lett. 2007, 48, 5877-5881
32. Wen, L. Q.; Li, M.; Schlenoff, J. B. J. Am. Chem. Soc. 1997, 119, 7726-7733
33. See Supporting Information for the details.
34. Connors, K. A. Binding Constants: The Measurement of Molecular Complex Stability; John Wiley & Sons: New York, 1987.
35. Huang, F. H.; Zakharov, L. N.; Rheingold, A. L.; Ashraf-Khorassani, M.; Gibson, H. W. J. Org. Chem. 2005, 70, 809-813
36. Huang, F. H.; Gantzel, P.; Nagvekar, D. S.; Rheingold, A. L.; Gibson, H. W. Tetrahedron Lett. 2006, 47, 7841-7844
37. Rudzevich, Y.; Rudzevich, V.; Moon, C.; Schnell, I.; Fischer, K.; Böhmer, V. J. Am. Chem. Soc. 2005, 127, 14168-14169
38. Allouche, L.; Marquis, A.; Lehn, J. M. Chem. - Eur. J. 2006, 12, 7520-7525
39. Giuseppone, N.; Schmitt, J. L.; Allouche, L.; Lehn, J. M. Angew. Chem., Int. Ed. 2008, 47, 2235-2239
40. Cohen, Y.; Avram, L.; Frish, L. Angew. Chem., Int. Ed. 2005, 44, 520-554
41. Cohen, Y.; Avram, L.; Evan-Salem, T.; Frish, L. Diffusion NMR in Supramolecular Chemistry; Wiley-VCH Verlag GmbH and Co. KgaA: Weinheim, 2007.
42. Ashton, P. R.; Collins, A. N.; Fyfe, M. C. T.; Glink, P. T.; Menzer, S.; Stoddart, J. F.; Williams, D. J. Angew. Chem., Int. Ed. 1997, 36, 59-62
43. Baxter, P.; Lehn, J.-M.; DeCian, A.; Fischer, J. Angew. Chem., Int. Ed. 1993, 32, 69-72
44. Kramer, R.; Lehn, J. M.; Marquisrigault, A. Proc. Natl. Acad. Sci. U.S.A. 1993, 90, 5394-5398