Menschutkin reactions of bicyclic aliphatic amines and of pyridine derivatives with methyl iodide. Extended Brönsted treatements and isokinetic relationships in acetonitrile–methanol
- 1 January 1988
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 2
- No. 7,p. 1219-1224
- https://doi.org/10.1039/p29880001219
Abstract
The rate constants, activation parameters for the Menschutkin reactions for five bases with methyl iodide, and the enthalpies of solution for the relevant species of the reactions have been determined in acetonitrile-methanol. The bases are quinuclidine, 1,4-diazabicyclo[2.2.2]octane, and 4-cyano-, 4-t-butyl-, and 4-dimethylamino-pyridine. The coefficients of empirical energy correlations defined in terms of ‘more physical’ energies, extended Brönsted treatments, αphys, and isokinetic temperatures, βphys, have been determined for these reactions. Discussion is provided on the physical meaning of these coefficients in relation to the characteristics of the activated complex.Keywords
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