Abstract
A simple electrochemical method developed to study reactions of reactive intermediates (neutralfree readical, cation-, anion- radicals etc.) was employed to study the protonation reaction of anion radicals and dianions of some dinitroaromatics. Rate constants thus obtained and the mechanism of protonation reaction invesitgated, are reported. It is suggested that the reactions do not involve a direct electron transfer. The possible role of various ion-pairs was investigated. Positions of nucleophilic attack were investigated through M.O. calculations.
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References
For example, see G.H. Williams (Ed.), Advances in Free-Radical Chemistry, Volume 1, Logos Press-Academic Press, New York, 1965; W.A. Proyor (Ed.), Free Radicals in Biology, Volumes I and II, Academic Press, 1976.
W.J. Bowyer and D.H. Evans, J. Org. Chem., 53(1988)5234 and references therein.
D.H. Geski, J.L. Ragle, M.A. Bambenek, and A.L. Balch, J. Am. Chem. Soc., 86(1964)987; A.H. Maki and D.H. Geski, J. Chem. Phys., 39(1963)609.
A.J. Bard and L. Faulkner, Electrochemical Methods, Wiley, New York, 1980, chapter 4.
E.F. Caldin, Fast Reactions, Blackwell Scientific Publications, Oxford, 1964.
I.J.W. Roughton and B. Chance in A. Wissberger (Ed.), Techniques of Organic Chemistry, Volume 8, Part II, Interscience Publishers, New York, 1963, chapter 14.
M. Mohammad, Anal. Chem., 47(1975)958.
M. Mohammad, R. Iqbal, A.Y. Khan, M. Bhatti, K. Zahir, and R. Jahan, J. Phys. Chem., 85(1981)2816.
M. Mohammad, R. Iqbal, A.Y. Khan, K. Zahir, and R. Jahan, J. Electroanal. Chem., 124(1981)139.
a) P. Delahey, New Instrumental Methods in Electrochemisty, Interscience, New York, 1954; b) R.S. Nicholson and I. Shain, Anal. Chem., 36(1964)706; c) See ref. [4] avove.
a) A. Raims, R. Tung, and M. Szware, Proc. Roy. Soc. (London), 339A(1974)417; b) T. Nagaoka, J. Electroanal. Chem., 133(1982)89.
M. Mohammad, A.Y. Khan, R. Iqbal, and T. Mahmood, Bull. Electrochem., 1(1985)333; b) M. Mohammad, A.Y. Khan, R. Iqbal, T. Mahmood, I. Fatima, and R. Shaheen, J. Chem. Soc. (Pak.), 10(1988)71.
C-Almatore, J. Pinson, and J.M. Saveant, J. Electroanal. Chem., 137(1982)143.
a) P. Anslos (Ed.), Kinetics of Ion-Molecules Reactions, Nato Advanced Study Institute Series B, Plenum Press, 1978; b) R.E. Watson, Jr., and H.A. Schwarz, Chemical Kinetics, Prentice Hall, 1972, pp. 27, 89.
a) G. Levin, B. Lundgran, M. Mohammad, and M. Sczwarc, J. Am. Chem. Soc., 98(1976)1461; b) M. Mohammad, T. Mahmood, T. Jamil, and A.Y. Khan, Collec. Czech., Chem. Commun., 53(1988)61.
M. Mohammad, A.Y. Khan, M. Iqbal, R. Iqbal, and M. Razaq, J. Am. Chem. Soc., 100(1978)765.
a) R.G. Parr, Quantum Theory of Molecular Electronic Structure, W.A. Benjamin, 1963; b) M. Mohammad, A.Y. Khan, and R. Qureshi, Pak. J. Sci., Ind. Res., 33(1990)3; c) M. Mohammad and B.R. Sundheim, Theoret. Chim. Acta, 10(1968)222.
C. Russel and W. Jaenicke, J. Electroanal. Chem., 199(1986)139.
D.D. Perrin, W.L.F Armrego, and D.R. Perrin, Purifications of Laboratory Chemicals, Pergammon, 1966.
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Mohammad, M., Khan, A.Y., Subhani, M.S. et al. Protonation of anion radicals and dianions of some dinitro aromatics. Res Chem Intermed 16, 29–43 (1991). https://doi.org/10.1163/156856791X00165
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DOI: https://doi.org/10.1163/156856791X00165