Effect of structure on the kinetics of the nucleophilic substitution of acylonium ions |
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| Authors: | V I Rybachenko G Schroeder K Yu Chotii V V Kovalenko |
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| Institution: | (1) L. M. Litvinenko Institute of Physical Organic and Coal Chemistry, National Academy of Sciences of Ukraine, 70 R. Lyuksemburg St., 340114 Donetsk, Ukraine;(2) Chemistry Department, Adam Mickiewicz University, 6 Grunwaldska St., 60-780 Poznan, Poland |
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| Abstract: | A study was carried out on 67 reactions involving transfer of acyl groups from the corresponding N-, O-acylonium salts to
pyridine N-oxides, highly basic pyridines, and N-methylimidazole in acetonitrile solution. PM3 calculations were carried out
for the ionization potentials of the nucleophiles and electron affinities of the N-, O-acylonium cations. A multiparameter
correlation was obtained predicting the rate of acyl group transfer.
Translated from Teoreticheskaya i éksperimental’naya Khimiya, Vol. 34, No. 2, pp. 96–102, March–April, 1998. |
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