156
Views
9
CrossRef citations to date
0
Altmetric
Articles

The mechanochemical reaction of C60 and Bi(NO3)3·5H2O

, , &
Pages 487-490 | Received 26 Feb 2018, Accepted 05 Mar 2018, Published online: 10 Aug 2018

References

  • Wang, N.-X. Review on the Nitration of [60]Fullerene. Propellants Explos. Pyrotech. 2001, 26, 109–111. DOI: 10.1002/1521-4087(200106)26:3<109::aid-prep109>3.0.co;2-0.
  • Anantharaj, V.; Bhonsle, J.; Canteenwala, T.; Chiang, L. Y. Synthesis and Characterization of Nitrated [60]Fullerene Derivatives. J. Chem. Soc.-Perkin Trans. 1999, 1, 31–36. DOI: 10.1039/a807647b.
  • Anantharaj, V.; Wang, L. Y.; Chiang, L. Y. Phenylamine Analogous Adducts of C60. Fullerene Sci. Technol. 1999, 7, 493–504. DOI: 10.1080/10641229909351356.
  • Franco, J. U.; Ell, J. R.; Hilton, A. K.; Hammons, J. C.; Olmstead, M. M. C60Cl6, C60Br8 and C60(NO2)6 as Selective Tools in Organic Synthesis. Fuller. Nanotub. Carbon Nanostruct. 2009, 17, 349–360. DOI: 10.1080/15363830903007960.
  • Cataldo, F.; Ursini, O.; Angelini, G. Synthesis and Explosive Decomposition of Polynitro[60]Fullerene. Carbon 2013, 62, 413–421. DOI: 10.1016/j.carbon.2013.06.026.
  • Roy, S.; Sarkar, S. NO2 Adducts of C60: Synthesis of Polynitro-Polyhydroxy Fullerenes. J. Chem. Soc., Chem. Commun. 1994, 275–276. DOI: 10.1039/c39940000275.
  • Chiang, L. Y.; Bhonsle, J. B.; Wang, L.; Shu, S. F.; Chang, T. M.; Hwu, J. R. Efficient One-Flask Synthesis of Water-Soluble [60]Fullerenols. Tetrahedron 1996, 52, 4963–4972. DOI: 10.1016/0040-4020(96)00104-4.
  • Langer, J. J.; Gibiński, T. Nitrofullerene CT Complexes. A New Class of Fullerene Derivatives. Adv. Mater. Opt. Electron. 1999, 9, 273–279. DOI: 10.1002/1099-0712(199911/12)9:6<273::AID-AMO391>3.0.CO;2-8.
  • Cataldo, F. Preparation of Polynitrofullerene by the Action of Dinitrogen Tetroxide on C60. Fullerene Sci. Technol. 1997, 5, 257–265. DOI: 10.1080/15363839708011986.
  • Hamwi, A.; Marchand, V. Oxidized Fullerene Derivatives Containing Hydroxyl, Nitro and Fluorine Groups. Fullerene Sci. Technol. 1996, 4, 835–851. DOI: 10.1080/10641229608001146.
  • Do, J. L.; Friscic, T. Mechanochemistry: A Force of Synthesis. ACS Cent Sci. 2017, 3, 13–19. DOI: 10.1021/acscentsci.6b00277.
  • Stolle, A.; Ranu, B. Ball Milling Towards Green Synthesis: Applications, Projects, Challenges; Royal Society of Chemistry: Cambridge, 2015.
  • Wang, G. W. Mechanochemical Organic Synthesis. Chem. Soc. Rev. 2013, 42, 7668–7700. DOI: 10.1039/c3cs35526h.
  • Zhu, S.-E.; Li, F.; Wang, G.-W. Mechanochemistry of Fullerenes and Related Materials. Chem. Soc. Rev. 2013, 42, 7535–7570. DOI: 10.1039/c3cs35494f.
  • Komatsu, K. The Mechanochemical Solid-State Reaction of Fullerenes. In Organic Solid State Reactions, Toda, F., Eds.; Springer: Berlin, 2005; pp. 185–206.
  • Murata, Y.; Kato, N.; Komatsu, K. The Reaction of Fullerene C60 with Phthalazine: The Mechanochemical Solid-State Reaction Yielding New C60 Dimer versus the Liquid-Phase Reaction Affording an Open-Cage Fullerene. J. Org. Chem. 2001, 66, 7235–7239. DOI: 10.1021/jo010496i.
  • Wang, G.W.; Komatsu, K.; Murata, Y.; Shiro, M. Synthesis and X-ray Structure of Dumb-Bell-Shaped C120. Nat. 1997, 387, 583–586. DOI: 10.1038/42439.
  • Sun, H. B.; Hua, R.; Yin, Y. Highly Efficient Nitration of Phenolic Compounds in Solid Phase or Solution Using Bi(NO3)3·5H2O as Nitrating Reagent. J. Org. Chem. 2005, 70, 9071–9073. DOI: 10.1021/jo0514669.
  • Guo, F.-C.; Ji, M.-Z.; Zhang, P.; Guo, Z.-X. Facile Nitration of Aromatic Compounds Using Bi(NO3)3·5H2O/MgSO4 under Mechanochemical Conditions. Green Process. Synth. 2017. DOI: 10.1515/gps-2017-0069.
  • Zhang, P.; Pan, H.; Liu, D.; Guo, Z.-X.; Zhang, F.; Zhu, D. Effective Mechanochemical Synthesis of [60]Fullerols. Synth. Commun. 2003, 33, 2469–2474. DOI: 10.1081/scc-120021836.
  • Pan, H.; Liu, L.; Guo, Z.-X.; Dai, L.; Zhang, F.; Zhu, D.; Czerw, R.; Carroll, D. L. Carbon Nanotubols from Mechanochemical Reaction. Nano Lett. 2003, 3, 29–32. DOI: 10.1021/nl025856b.
  • Li, X.; Liu, L.; Qin, Y.; Wu, W.; Guo, Z.-X.; Dai, L.; Zhu, D. C Modified Single-Walled Carbon Nanotubes. Chem. Phys. Lett. 2003, 377, 32–36. DOI: 10.1016/s0009-2614(03)01088-1.
  • Amer, M. S. Raman Spectroscopy, Fullerenes and Nanotechnology; Royal Society of Chemistry: Cambridge, 2010.
  • Dresselhaus, M. S.; Dresselhaus, G.; Eklund, P. C. Science of Fullerenes and Carbon Nanotubes; Academic Press: San Diego, CA, 1996.
  • Meletov, K. P.; Arvanitidis, J.; Christofilos, D.; Kourouklis, G. A.; Iwasa, Y.; Yamanaka, S. Raman Study of the Temperature-Induced Decomposition of the Two-Dimensional Rhombohedral Polymer of C60 and the Intermediate States Formed. Carbon 2010, 48, 2974–2979. DOI: 10.1016/j.carbon.2010.04.039.
  • Cataldo, F. Raman Spectra of Chlorinated C60 and C70 Fullerenes. Fullerene Sci. Technol. 1999, 7, 311–316. DOI: 10.1080/10641229909350287.
  • Larkin, P. Infrared and Raman Spectroscopy: Principles and Spectral Interpretation; Elsevier: Waltham, MA, 2011.
  • Kokubo, K.; Matsubayashi, K.; Tategaki, H.; Takada, H.; Oshima, T. Facile Synthesis of Highly Water-Soluble Fullerenes more than Half-Covered by Hydroxyl Groups. ACS Nano 2008, 2, 327–333. DOI: 10.1021/nn700151z.
  • Jacoway, J.; Kumar, G. G. K. S. N.; Laali, K. K. Aromatic Nitration with Bismuth Nitrate in Ionic Liquids and in Molecular Solvents: A Comparative Study of Bi(NO3)3·5H2O/[bmim][PF6] and Bi(NO3)3·5H2O/1,2-DCE Systems. Tetrahedron Lett. 2012, 53, 6782–6785. DOI: 10.1016/j.tetlet.2012.09.137.
  • Kaupp, G.; Schmeyers, J. Gas/Solid Reactions with Nitrogen Dioxide. J. Org. Chem. 1995, 60, 5494–5503. DOI: 10.1021/jo00122a031.
  • Krusic, P. J.; Wasserman, E.; Keizer, P. N.; Morton, J. R.; Preston, K. F. Radical Reactions of C60. Sci. 1991, 254, 1183–1185. DOI: 10.1126/science.254.5035.1183.

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.