Reversible transformation of helical coils and straight rods in cylindrical assembly of elliptical macrocycles

Journal of the American Chemical Society

Volumn 131, Issue 49, 2009, Pages 17768-17770

  Kim, Jung Keun ^a   Lee, Eunji ^a   Kim, Min Cheol ^b   Sim, Eunji ^b   Lee, Myongsoo ^a  

^a Seoul National University   (South Korea)

^b Yonsei University   (South Korea)

Author keywords

[No Author keywords available]

Indexed keywords

BOAT CONFORMATIONS; CONFORMATIONAL CHANGE; HELICAL COIL; INTERFACIAL CURVATURE; MACROCYCLES; MOLECULAR LENGTH; PLANAR CONFORMATIONS; REVERSIBLE TRANSFORMATION; SELF ASSEMBLED STRUCTURES; SPHERICAL MICELLES; STRUCTURAL TRANSITIONS; SUPRAMOLECULAR CHIRALITY;

STEREOCHEMISTRY;

MACROCYCLIC COMPOUND; NANOMATERIAL;

ARTICLE; CHEMICAL STRUCTURE; CHIRALITY; MATRIX ASSISTED LASER DESORPTION IONIZATION TIME OF FLIGHT MASS SPECTROMETRY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; TRANSMISSION ELECTRON MICROSCOPY;

EID: 71749096195     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja907462h     Document Type: Article

References (40)

1. (a) Zhang, W.; Moore, J. S. Angew. Chem., Int. Ed. 2006, 45, 4416-4439.
2. (b) Höger, S. Chem.-Eur. J. 2004, 10, 1320-1329.
3. (c) Zhao, D.; Moore, J. S. Chem. Commum. 2003, 807-818.
4. (d) Yamaguchi, Y.; Yoshida, Z.-i Chem.-Eur. J. 2003, 9, 5430-5440.
5. (e) Chan, J. M. W.; Tischler, J. R.; Kooi, S. E.; Bulović, V.; Swager, T. M. J. Am. Chem. Soc. 2009, 131, 5659-5666.
6. (f) Grave, C.; Schlüter, A. D. Eur. J. Org. Chem. 2002, 3075-3098.
7. (a) Balakrishnan, K.; Datar, A.; Zhang, W.; Yang, X.; Naddo, T.; Huang, J.; Zuo, J.; Yen, M.; Moore, J. S.; Zang, L. J. Am. Chem. Soc. 2006, 128, 6576-6577.
8. (b) Rosselli, S.; Ramminger, A.-D.; Wagner, T.; Lieser, G.; Höger, S. Chem.-Eur. J. 2003, 9, 3481-3491.
9. (c) Rosselli, S.; Ramminger, A.-D.; Wagner, T.; Silier, B.; Wiegand, S.; Häuβler, W.; Lieser, G.; Scheumann, V.; Höger, S. Angew. Chem., Int. Ed. 2001, 40, 3137-3141.
10. (d) Gallant, A. J.; MacLachlan, M. J. Angew. Chem., Int. Ed. 2003, 42, 5307-5310.
11. (e) Ryu, J.-H.; Oh, N.-K.; Lee, M. Chem. Commum. 2005, 1770-1772.
12. (a) Seo, S. H.; Chang, J. Y.; Tew, G. N. Angew. Chem., Int. Ed. 2006, 45, 7526-7530.
13. (b) Wang, D.; Hsu, J. F.; Bagui, M.; Dusevich, V.; Wang, Y.; Liu, Y.; Holder, A. J.; Peng, Z. Tetrahedron Lett. 2009, 50, 2147-2149.
14. (a) Snir, Y.; Kamien, R. D. Science 2005, 307, 1067.
15. (b) Lee, C. C.; Grenier, C.; Meijer, E. W.; Schenning, A. P. H. J. Chem. Soc. Rev. 2009, 38, 671-683.
16. (c) Ajayaghosh, A.; Praveen, V. K. Acc. Chem. Res. 2007, 40, 644-656.
17. (a) Liu, W.-J.; Zhou, Y.; Zhou, Q.-F.; Ma, Y.; Pei, J. Org. Lett. 2008, 10, 2123-2126.
18. (b) Höger, S.; Enkelmann, V. Angew. Chem., Int. Ed. 1995, 34, 2713-2716.
19. (c) Tobe, Y.; Utsumi, N.; Kawabata, K.; Naemura, K. Tetrahedron Lett. 1996, 37, 9325-9328.
20. (a) Zheng, Y.; Won, Y.-Y.; Bates, F. S.; Davis, H. T.; Scriven, L. E.; Talmon, Y. J. Phys. Chem. B 1999, 103, 10331-10334.
21. (b) Li, Z.; Kesselman, E.; Talmon, Y.; Hillmyer, M. A.; Lodge, T. P. Science 2004, 306, 98-101.
22. (c) Lee, E.; Jeong, Y.-H.; Kim, J.-K.; Lee, M. Macromolecules 2007, 40, 8355-8360.
23. (a) Kim, B.-S.; Hong, D.-J.; Bae, J.; Lee, M. J. Am. Chem. Soc. 2005, 127, 16333-16337.
24. (b) Kim, J.-K.; Lee, E.; Huang, Z.; Lee, M. J. Am. Chem. Soc. 2006, 128, 14022-14023.
25. (a) Zupancich, J. A.; Bates, F. S.; Hillmyer, M. A. Macromolecules 2006, 39, 4286-4288.
26. (b) Danino, D.; Talmon, Y.; Zana, R. Langmuir 1995, 11, 1448-1456.
27. See Supporting Information.
28. (a) Harrison, W. J.; Mateer, D. L.; Tiddy, G. J. T. J. Phys. Chem. 1996, 100, 2310-2321.
29. (b) Adachi, K.; Chayama, K.; Watarai, H. Langmuir 2006, 22, 1630-1639.
30. (c) Würthner, F. Chem. Commun. 2004, 1564-1579.
31. (a) Dormidontova, E. E. Macromolecules 2002, 35, 987-1001.
32. (b) Kim, J.-K.; Lee, E.; Lim, Y.-b.; Lee, M. Angew. Chem., Int. Ed. 2008, 47, 4662-4666.
33. Moon, K.-S.; Kim, H.-J.; Lee, E.; Lee, M. Angew. Chem., Int. Ed. 2007, 46, 6807-6810.
34. George, S. J.; Ajayaghosh, A.; Jonkheijm, P.; Schenning, A. P. H. J.; Meijer, E. W. Angew. Chem., Int. Ed. 2004, 43, 3422-3425.
35. Chen, Z.; Baumeister, U.; Tschierske, C.; Würthner, F. Chem.-Eur. J. 2007, 13, 450-465.
36. (a) Kim, H.-J.; Lee, E.; Park, H.-s.; Lee, M. J. Am. Chem. Soc. 2007, 129, 10994-10995.
37. (b) Kim, H.-J.; Lim, Y.-b.; Lee, M. J. Polym. Sci., Part A 2008, 46, 1925-1935.
38. (c) Yashima, E.; Maeda, K.; Sato, O. J. Am. Chem. Soc. 2001, 123, 8159-8160.
39. (d) Prince, R. B.; Saven, J. G.; Wolynes, P. G.; Moore, J. S. J. Am. Chem. Soc. 1999, 121, 3114-3121.
40. (e) Zhong, S.; Cui, H.; Chen, Z.; Wooley, K. L.; Pochan, D. J. Soft Matter 2008, 4, 90-93.