Abstract
THE importance of degeneracy in enhancing the stability of radicals such as triphenylmethyl has been emphasized by many authors; for example, Pauling and Wheland1, Ingold2, etc. This being so, it is strange that no relations have been suggested between complexity of degeneracy (which we may define in terms of the number of possible resonating structures) and dissociation constants of series of related acids and bases. It is probable that simple relations will be discovered only in series where the inductive effects of substituent groups are negligible, or can be eliminated.
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References
J. Chem. Physics, 1, 362 (1933).
Trans. Farad. Soc., 30, 52 (1934).
Chem. Reviews, 25, 151 (1939).
J. Chem. Soc., 1008 (1937).
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JENKINS, H. Degeneracy and Dissociation Constants. Nature 145, 149–150 (1940). https://doi.org/10.1038/145149b0
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DOI: https://doi.org/10.1038/145149b0
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