Gas phase protonation of diazirines: a route to N-protonated diazomethanes

(Note: The full text of this document is currently only available in the PDF Version )

Takatsugu Matsumoto, Shinjiro Kobayashi, Masaaki Mishima, Gennady V. Shustov and Michael T. H. Liu


Abstract

N-Protonated diazomethanes have been generated successfully via gas phase protonation of the corresponding diazirines.


References

  1. K. B. Wiberg and J. M. Lavanish, J. Am. Chem. Soc., 1966, 88, 365 CrossRef.
  2. K. B. Wiberg and J. M. Lavanish, J. Am. Chem. Soc., 1966, 88, 5272 CrossRef CAS.
  3. F. Cook, H. Shechter, J. Bayless, L. Friedman, R. L. Foltz and R. Randall, J. Am. Chem. Soc., 1966, 88, 3870 CrossRef CAS.
  4. H. Zollinger, Diazo Chemistry 1 and 2, VCH, New York, 1994 Search PubMed.
  5. Chemistry of Diazirines, ed. M. T. H. Liu, CRC Press, Boca Raton, Florida, 1987 Search PubMed.
  6. M. Mishima, S. Usui, H. Inoue, M. Fujio and Y. Tsuno, Nippon Kagaku Kaishi, 1989, 1262 CAS; M. Mishima, T. Ariga, T. Matsumoto, S. Kobayashi, H. Taniguchi, M. Fujio, Y. Tsuno and Z. Rappoport, Bull. Chem. Soc. Jpn., 1996, 69, 445 CAS.
  7. R. W. Taft, Prog. Phys. Org. Chem., 1983, 14, 247 Search PubMed.
  8. J.-L. M. Abboud, R. Notario, E. Ballesteros, M. Herreros, O. Mó, M. Yáñez, J. Elguero, G. Boyer and R. Claramunt, J. Am. Chem. Soc., 1994, 116, 2486 CrossRef CAS.
  9. M. J. Frisch, G. W. Trucks, H. B. Schlegel, P. M. W. Gill, B. G. Johnson, M. A. Robb, J. R. Cheeseman, T. A. Keith, G. A. Petersson, J. A. Montgomery, K. Raghavachari, M. A. Al-Laham, V. G. Zakrewski, J. V. Oritz, J. B. Foresman, J. Cioslowski, B. B. Stefanov, A. Nanayakkara, M. Challacombe, C. Y. Peng, P. Y. Ayala, W. Chen, M. W. Wong, J. L. Andres, E. S. Replogle, R. Gomperts, R. L. Martin, D. J. Fox, J. S. Binkley, D. J. Defrees, J. Baker, J. P. Stewart, M. Head-Gordon, C. Gonzalez and J. A. Pople, GAUSSIAN 94 (Revision D.2), Gaussian, Inc., Pittsburgh, PA, 1995.
Click here to see how this site uses Cookies. View our privacy policy here.