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Metal Ion-Exchanged Bentonites as Useful Solid Catalysts for Regioselective Nitration of Toluene
Corresponding Author(s) : H. Zhang
Asian Journal of Chemistry,
Vol. 25 No. 6 (2013): Vol 25 Issue 6
Abstract
Metal ion-exchanged bentonites were found to be efficient catalysts in regioselective nitration of toluene when using nitric acid as nitrating agent. Fifteen metal ion-exchanged bentonites were tested as catalysts toward a para position considerably. Out of a range of catalysts tried silver-supported bentonite appeared of higher regioselectivity of ortho-para ratio of 0.64 in an acceptable yield of 45 %. The possible recovery and reuse of catalyst suggest that system would be commercially viable.
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- H. Zhang, X. Peng and L. Yuan, Asian J. Chem., 24, 3927 (2012).
- K. Smith and K. Fry, Tetrahedron Lett., 30, 5333 (1989).
- P. Laszlo and J. Vandormael, Chem. Lett., 11, 1843 (1988).
- A. Cornelis, A. Gerstmans and P. Laszlo, Chem. Lett., 11, 1839 (1988).
- T.J. Kwok, K. Jayasuriya, R. Damavarapu and B.W. Brodman, J. Org. Chem., 59, 4939 (1994).
- N. Wen, X. Peng and W. Xu, Asian J. Chem., 24, 4458 (2012).
- A.R. Hajipour and A.E. Ruoho, Tetrahedron Lett., 46, 8307 (2005).
- D. Koley, O.C. Colón and S.N. Savinov, Org. Lett., 11, 4172 (2009).
- R. Duddu, P.R. Dave, R. Damavarapu, N. Gelber and D. Parrish, Tetrahedron Lett., 51, 399 (2010).
References
H. Zhang, X. Peng and L. Yuan, Asian J. Chem., 24, 3927 (2012).
K. Smith and K. Fry, Tetrahedron Lett., 30, 5333 (1989).
P. Laszlo and J. Vandormael, Chem. Lett., 11, 1843 (1988).
A. Cornelis, A. Gerstmans and P. Laszlo, Chem. Lett., 11, 1839 (1988).
T.J. Kwok, K. Jayasuriya, R. Damavarapu and B.W. Brodman, J. Org. Chem., 59, 4939 (1994).
N. Wen, X. Peng and W. Xu, Asian J. Chem., 24, 4458 (2012).
A.R. Hajipour and A.E. Ruoho, Tetrahedron Lett., 46, 8307 (2005).
D. Koley, O.C. Colón and S.N. Savinov, Org. Lett., 11, 4172 (2009).
R. Duddu, P.R. Dave, R. Damavarapu, N. Gelber and D. Parrish, Tetrahedron Lett., 51, 399 (2010).