Abstract
Superelectrophilic nitration of deactivated aromatics with NO2Cl−3MX n complexes in aprotic nonpolar solvents such as CH2Cl2 makes it possible to obtain the corresponding nitro derivatives in good to almost quantitative yields under mild conditions.
Similar content being viewed by others
References
G. Rasul, G. K. S. Prakash, and G. A. Olah,J. Am. Chem. Soc., 1998, in press.
G. A. Olah,Friedel—Crafts and Related Reactions, Wiley Interscience, New York, 1964, 3.
(a) K. Schofield,Aromatic Nitration, Cambridge University Press, Cambridge (U.K.), 1980; (b) G. A. Olah, R. Malhotra, and S. C. Narang,Nitration: Methods and Mechanisms, VCH Publishers Inc., New York, 1989.
S. J. Kuhn and G. A. Olah,J. Am. Chem. Soc., 1961,83, 4564.
C. C. Price and C. A. Sears,J. Am. Chem. Soc., 1953,75, 3276.
M. E. Vol'pin, I. S. Akhrem, and A. V. Orlinkov,New J. Chem., 1989,13, 771.
G. A. Olah,Angew. Chem., Int. Ed. Engl., 1993,32, 767.
(a) G. A. Olah, V. P. Reddy, and G. K. S. Prakash,Synthesis, 1992, 1087; (b) G. A. Olah, Q. Wang, A. Orlinkov, and R. Pichika,J. Org. Chem., 1993,58, 5017; (c) G. A. Olah, A. Orlinkov, A. Oxyzoglou, and G. K. S. Prakash,J. Org. Chem., 1995,60, 7348.
(a) G. A. Olah and H. C. Lin,J. Am. Chem. Soc., 1971,93, 1259; (b) G. A. Olah, P. Ramaiah, C. B. Rao, G. Sandford, R. Golam, N. J. Trivedi, and J. A. Olah,J. Am. Chem. Soc., 1993,115 7246; (c) G. A. Olah, P. Ramaiah, and G. K. S. Prakash,Proc. Nat. Acad. Sci. USA, 1997, in press.
(a) G. A. Olah, G. Rasul, R. Aniszfeld, and G. K. S. Prakash,J. Am. Chem. Soc., 1992,114, 5608; (b) G. K. S. Prakash, G. Rasul, A. Burrichter, and G. A. Olah,Nitration, Recent Laboratory and Industrial Developments. ACS Symposium Series 623, ACS, Washington, D. C., 1996, Ch. 2, 10.
T. Weiske, W. Koch, and H. Schwarz,J. Am. Chem. Soc., 1993,115 6312.
J. C. Bailar, inInorganic Synthesis, McGraw-Hill, New York, 1953, 52.
Author information
Authors and Affiliations
Additional information
For part 34, see Ref. 1.
Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 5, pp. 953–956, May, 1998.
Rights and permissions
About this article
Cite this article
Olah, G.A., Orlinkov, A.V., Oxyzoglou, A.B. et al. Chemistry of superacids. Russ Chem Bull 47, 924–927 (1998). https://doi.org/10.1007/BF02498162
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF02498162