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Diporphyrin and Dipyrene Nanocalipers for Discrimination of Diameter and Metallicity in Single-Walled Carbon Nanotubes

Tuesday, May 13, 2014: 16:20
Bonnet Creek Ballroom X, Lobby Level (Hilton Orlando Bonnet Creek)
N. Komatsu and G. Liu (Shiga University of Medical Science)
We have been developing host-guest methodology for separation of single-walled carbon nanotubes (SWNTs) according to the handedness and diameter with gable-type chiral diporphyrins, designated as diporphyrin nanotweezers, consisting of two porphyrins and rigid spacer in between [1-4]. In this paper, we will talk about next generation of the host molecules focusing on larger diameter of SWNTs, named “nanocalipers” (Figure 1) [5,6].
  1. X. Peng, N. Komatsu,* S. Bhattacharya, T. Shimawaki, S. Aonuma, T. Kimura, A. Osuka, "Optically Active Single-Walled Carbon Nanotubes", Nature Nanotechnology, 2 (6), 361-365 (2007)
  2. G. Liu, F. Wang, X. Peng, A. F. M. M. Rahman, A. K. Bauri, and N. Komatsu, "Separation of Left- and Right-Handed Structures of Single-Walled Carbon Nanotubes through Molecular Recognition" Handbook of Biomedical Applications of Carbon Nanomaterials; K. M. Kadish and F. D'souza, Eds.; World Scientific: vol. 3, pp. 203-232 (2012).
  3. A. F. M. M. Rahman, F. Wang, K. Matsuda, T. Kimura, and N. Komatsu,* "Diameter-based separation of single-walled carbon nanotubes through selective extraction with dipyrene nanotweezers" Chem. Sci., 2 (5), 862-867 (2011) [highlighted at the inside front cover].
  4. F. Wang, K. Matsuda, A. F. M. M. Rahman, X. Peng, T. Kimura, and N. Komatsu,* "Simultaneous Discrimination of Handedness and Diameter of Single-Walled Carbon Nanotubes (SWNTs) with Chiral Diporphyrin Nanotweezers Leading to Enrichment of Single Enantiomer of (6,5)-SWNTs", J. Am. Chem. Soc., 132 (31), 10876-10881 (2010).
  5. G. Liu, A. F. M. M. Rahman, S. Chaunchaiyakul, T. Kimura, Y. Kuwahara, N. Komatsu,* "Bis(tert-butylpyrene) Nanotweezers and Nanocalipers: Enhanced Extraction and Recognition Abilities for Single-Walled Carbon Nanotubes", Chem. Eur. J., published online (DOI: 10.1002/chem.201302799).
  6. G. Liu, F. Wang, S. Chunchaiyakul, Y. Saito, A. K. Bauri, T. Kimura, Y. Kuwahara, N. Komatsu,* "Simultaneous Discrimination of Diameter, Handedness, and Metallicity of Single-Walled Carbon Nanotubes with Chiral Diporphyrin Nanocalipers", J. Am. Chem. Soc., 135 (12), 4805-4814 (2013) [highlighted in Chemical & Engineering News, 91 (12), p. 34, March 25, 2013].