Abstract
The reaction of triphenylverdazyls with strong acids in acetonitrile in the presence of salts with chloride anion is reversible. The observed rate of the heterolysis of 1-adamantyl picrate in the presence of triphenylverdazyls does not depend on the substituent in the latter and its concentration. The contribution of the verdazyl alkylation pathway is minor, the indicator is consumed mainly in the reaction with the acid liberated from the solvolysis. Thus, triphenylverdazyls are not indicators for the solvent-separated ion pairs.
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Dvorko, G.F., Ponomareva, E.A., and Pervishko, T.L., Reakts. Sposobn. Org. Soed., 1980, vol. 17, no. 4, p. 434.
Dvorko, G.F. and Ponomareva, E.A., Usp. Khim., 1991, vol. 60, no. 10, p. 2089.
Serebryakov, I.M., Kryzhanovskaya, E.B., Dzhurinskaya, S.S., Kladova, A.V., and Azarova, E.A., Zh. Obshch. Khim., 2005, vol. 75, no. 8, p. 1402.
Serebryakov, I.M., Kryzhanovskaya, E.B., and Dzhurinskaya, S.S., Zh. Obshch. Khim., 2006, vol. 76, no. 5, p. 836.
Dvorko, G.F., Golovko, N.N., and Pervishko, T.L., Ponomareva E.A., Zh. Obshch. Khim., 1994, vol. 64, no. 8, p. 1281.
Dvorko, G.F., Golovko, N.N., and Ponomareva, E.A., Zh. Obshch. Khim., 1996, vol.66, no. 8, p. 1334.
Dvorko, G.F. and Ponomareva, E.A., Zh. Org. Khim., 1998, vol. 34, no. 4, p. 487.
Ponomareva, E.A., Yavorskaya, I.F., and Dvorko, G.F., Zh. Obshch. Khim., 1990, vol. 25, no. 3, p. 578.
Ponomareva, E.A., Tarasenko, P.V., Yurchenko, A.G., and Dvorko, G.F., Zh. Org. Khim., 1983, vol. 19, no. 3, p. 548.
Ponomareva, E.A., Pervishko, T.L., and Dvorko, G.F., Reakts. Sposobn. Org. Soed., 1979, vol. 16, no. 2, p. 113.
Kuhn, R. and Trischmann, H., Angew. Chem., 1963, vol. 75, p. 294.
Sinnott, M.L. and Whiting, M. C., J. Chem. Soc., B, 1971, p. 965.
Kuhn, R. and Trischmann, H., Monatsh. Chem., 1964, vol. 95, no. 2, p. 457.
Ponomareva, E.A., Dvorko, G.F., and Kulik, N.I., Reakts. Sposobn. Org. Soed., 1974, no. 9, p. 331.
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Original Russian Text © I.M. Serebryakov, A.N. Moiseeva, 2012, published in Zhurnal Obshchei Khimii, 2012, Vol. 82, No. 11, pp. 1832–1836.
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Serebryakov, I.M., Moiseeva, A.N. Kinetics and product distribution of 1-adamantyl picrate heterolysis in acetonitrile in the presence of triphenylverdazyls. Russ J Gen Chem 82, 1822–1826 (2012). https://doi.org/10.1134/S1070363212110151
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DOI: https://doi.org/10.1134/S1070363212110151