Asymmetry-Induced Supramolecular Helices of Pyrene-Perylene Bisimide Triads

Abstract:

The formation of helical nanostructure is investigated for donor/acceptor system. The helices of the supramolecular nanofibres can be revealed by atom force microscope (AFM) and circular dichroism (CD) measurement. The expermental results show the Py-Per-Py can self assembly into helical nanofibres. The controlled experiments on the compound Py-e-Per-e-Py with symmetrical conformation indicates the formation of helical nanofibres may be attributed to asymmetrical conformation.

• Periodical: Advanced Materials Research (Volumes 472-475)
• Pages: 462-465
• DOI: https://doi.org/10.4028/www.scientific.net/AMR.472-475.462
• Online since: February 2012
• Authors: Yun Zhi Xie, Chun Hua Liu, Xun Li, Yi Bao Li, Xiao Lin Fan
• Keywords: Asymmetry, Helices, Nanofiber, Supramolecular Donor/Acceptor System

References

[1] C. Joachim, J. K. Gimzewski and A. Aviram, Nature, 408(2000), 541.

[2] A. P. H. J. Schenning, E. Peeters, E. W. Meijer, J. Am. Chem. Soc., 122(2000), 4489.

[3] A. Sautter, B. K. Kaletas, D. G. Schmid, R. Dobrawa, M. Zimine, G. Jung, I. H. M. Stokkum, L. D. Cola, R. M. Williams and F. Würthner, J. Am. Chem. Soc., 125(2005), 6719.

DOI: 10.1021/ja0448216

[4] A. Harriman, G. Izzet and R. Ziessel, J. Am. Chem. Soc., 128(2006), 10868.

[5] D. Gust, T. A. Moore and A. L. Moore, Acc. Chem. Res., 34(2001), 40.

[6] R. Oda, M. Schmutz, S. J. Candau and F. C. MacKintosh, Nature, , 399(1999), 566.

[7] (a) E. R. Zubrarev, M. U. Pralle, E. D. Sone, S. I. Stupp, J. Am. Chem. Soc., 123(2001), 4105; (b) E. D. Sone, E. R. Zubrarev and S. I. Stupp, Angew. Chem. Int. Ed., 41(2002), 1705; (c) H. Fenniri, B. L. Deng and A. E. Ribbe, J. Am. Chem. Soc., 124(2002), 11 064; (d) T. Giorgi, S. Lena, P. Mariani, M. A. Cremonini, S. Masiero, S. Pieraccini, J. P. Rabe, P. Samori, G. P. Spada and G. Gottarelli, J. Am. Chem. Soc., 125(2003), 14741; (e) R. Iwaura, K. Yoshida, M. Masuda, M. O. Kameyama, M. Yoshida and T. Shimizu, Angew. Chem. Int. Ed., 42(2003), 1009.

DOI: 10.1021/ja0364827

[8] (a) L. Brunsveld, H. Zhang, M. Glasbeek, J. A. J. A. Vekemans and E. W. Meijer, J. Am. Chem. Soc., 122(2000), 6175; (b) H. Engelkamp, S. Middelbeek and R. J. M. Nolte, Science, 284(1999), 785.

[9] L. A. Estroff and A. D. Hamilton, Angew. Chem. Int. Ed., 39(2000), 3447.

[10] G. John, M. Masuda, Y. Okada, K. Yase and T. Shimizu, Adv. Mater., 13(2001), 715.

[11] (a) P. C. Xue, R. Lu, D. M. Li, M. Jin, C. H. Tan, C. Y. Bao, Z. M. Wang and Y. Y. Zhao, Langmuir, 20(2004), 11234; (b) J. H. Jung, S. Shinkai and T. Shimizu, Chem. Mater., 15(2003), 2141 –2145; (e) S. Kawano, N. Fujita and S. Shinkai, J. Am. Chem. Soc., 126(2004), 8592.

[12] W. Yang, X. Chai, L. Chi, X. Liu, Y. Cao, R. Lu, Y. Jiang, X. Tang, H. Fuchs and T. Li, Chem. Eur. J., 5(1999), 1144.

[13] K. Köler, G. Föster, A. Hauster, D B. obner, U. F. Heiser, F. Ziethe, W. Richter, F. Steiniger, M. Drechsler, H. Stettin and A. Blume, J. Am. Chem. Soc., 126(2004), 16804.

DOI: 10.1021/ja046537k

[14] A. Jákli, G. G. Nair, C. K. Lee, R. Sun and L. C. Chien, Phys. Rev. E, 63(2001), 061 710/1.

[15] R. Viswanathan, J. A. Zasadzinski and D. K. Schwartz, Nature, 368(1994), 440.

[16] D. K. Kondepudi, R. J. Kaufman, N. Singh, Science, 250(1990), 975.

[17] J. H. Wan, Z. Ma, F. Liu, Z. Xu, H. H. Wang, H. J. Jiang and W. Huang, Journal of Photochemistry and Photobiology A:Chemistry, 211(2010), 115.

[18] J. Wu, W. Pisula and K. Müllen, Chem. Rev., 107(2007), 718.

[19] Y. B. Li, J. H. W, G. C. Qi, K. Deng, Y. L. Yang, Q. D. Zeng , W. Huang and C. Wang, Chemical Physics Letters, 474(2009), 132.

[20] W. Y.Yang, E. Lee and M. Lee, J. Am. Chem. Soc.,128(2006), 3484.

[21] K. L. Genson, J. Holzmueller, M. Ornatska, Y. S. Yoo, M. H. Par, M. Lee and V. V. Tsukruk, Nano Lett., 6(2006), 435.

DOI: 10.1021/nl052301i