Controlled self-assembly triggered by olefin metathesis: Cross-linked graphitic nanotubes from an amphiphilic hexa-peri-hexabenzocoronene

Journal of the American Chemical Society

Volumn 127, Issue 23, 2005, Pages 8284-8285

  Jin, Wusong ^a   Fukushima, Takanori ^a   Kosaka, Atsuko ^a   Niki, Makiko ^a   Ishii, Noriyuki ^b   Aida, Takuzo ^a,c  

^a JAPAN SCIENCE AND TECHNOLOGY AGENCY   (Japan)

^b NATIONAL INSTITUTE OF ADVANCED INDUSTRIAL SCIENCE AND TECHNOLOGY AIST   (Japan)

^c UNIVERSITY OF TOKYO   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ALKENE; AMPHOPHILE; HEXA PERI HEXABENZOCORONENE; NANOTUBE; TRIETHYLENE GLYCOL; UNCLASSIFIED DRUG;

ABSORPTION SPECTROSCOPY; ARTICLE; CROSS LINKING; EVAPORATION; HYDROPHILICITY; MATRIX ASSISTED LASER DESORPTION IONIZATION TIME OF FLIGHT MASS SPECTROMETRY; PROTON NUCLEAR MAGNETIC RESONANCE; SCANNING ELECTRON MICROSCOPY; SUPRAMOLECULAR CHEMISTRY; SYNTHESIS; THERMOSTABILITY; TRANSMISSION ELECTRON MICROSCOPY; X RAY DIFFRACTION;

EID: 20444504677     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja051859p     Document Type: Article

References (23)

1. Lehn, J.-M. Supramolecular Chemistry: Concepts and Perspectives; VCH: Weinheim, Germany, 1995.
2. Self-assembled nanostructures of HBC derivatives with paraffinic side chains have extensively been studied by Müllen and co-workers. For reviews, see: (a) Simpson, C. D.; Wu, J.; Watson, M. D.; Müllen, K. J. Mater. Chem. 2004, 14, 494-504.
3. (b) Watson, M. D.; Fechtenkötter, A.; Müllen, K. Chem. Rev. 2001, 101, 1267-1300.
4. (c) Berresheim, A. J.; Müller, M.; Müllen, K. Chem. Rev. 1999, 99, 1747-1785.
5. Hill, J. P.; Jin, W.; Kosaka, A.; Fukushima, T.; Ichihara, H.; Shimomura, T.; Ito, K.; Hashizume, T.; Ishii, N.; Aida, T. Science 2004, 304, 1481-1483.
6. For reviews, see: (a) Trnka, T. M.; Grubbs, R. H. Acc. Chem. Res. 2001, 34, 18-29.
7. (b) Buchmeiser, M. R. Chem. Rev. 2000, 100, 1565-1604.
8. (c) Davidson, T.; Wagener, K. B. Acyclic Diene Metathesis (ADMET) Polymerization. In Materials Science and Technology: Synthesis of Polymers; Schluter, A. D., Ed.: Wiley-VCH: New York, 1999; Chapter 4.
9. See Supporting Information.
10. Fleming, A. J.; Coleman, J. N.; Dalton, A. B.; Fechtenkötter, A.; Watson, M. D.; Müllen, K.; Byrne, H. J.; Blau, W. J. J. Phys. Chem. B 2003, 107, 37-43.
11. After 3 days, peaks due to cyclization products were detected exclusively.
12. For reviews, see: (a) Clark, C. G.; Wooley, K. L. In Dendrimer and Other Dendritic Polymers: Fréchet, J. M. J., Tomalia, D. A., Eds.: Wiley: New York, 2002; pp 147-170.
13. (b) Mueller, A.; O'Brien, D. F. Chem. Rev. 2002, 102, 727-757.
14. (c) Gin, D. L.; Gu, W.; Pindzola, B. A.; Zhou, W.-J. Acc. Chem. Res. 2001, 34, 973-980.
15. (d) Meier, W. Chem. Soc. Rev. 2000, 29, 295-303.
16. For recent examples, see: (a) Kim, Y.; Mayer, M. F.; Zimmerman, S. C. Angew. Chem., Int. Ed. 2003, 42, 1121-1126.
17. (b) Hecht, S.; Khan, A. Angew. Chem., Int. Ed. 2003, 42, 6021-6024.
18. (c) Ikeda, C.; Satake, A.; Kobuke, Y. Org. Lett. 2003, 5, 4935-4938.
19. (d) Hartgerink, J. D.; Beniash, E.; Stupp, S. I. Science 2001, 294, 1684-1688.
20. (e) Won, Y.-Y.; Davis, H. T.; Bates, F. S. Science 1999, 283, 960-963.
21. (f) Zubarev, E. R.; Pralle, M. U.; Li, L.; Stupp, S. I. Science 1999, 283, 523-526.
22. (g) Clark, T. D.; Kobayashi, K.; Ghadiri, M. R. Chem.-Eur. J. 1999, 5, 782-792.
23. The proposed structure of the cross-linked nanotube with TEG segments on the nanotubular surfaces was supported by contact angle measurements.