Stability of chemical species
(1983) Proceedings of the Fourth International Congress in Quantum Chemistry — Location: Uppsala, Sweden (13.June.1982)
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- Abstract
- In the framework of the theoretical approach of the structure and reactivity of chemical intermediates the authors reexamine the concept of stability which is widely used by the experimentalists often without specifying its true meaning. The authors propose a more general definition of the concept of stabilization energy, namely /b SE/= Delta /b H//sub a/- Sigma /b N//sub AB//b E //sub AB/, where Delta /b H//sub a/ is the heat of atomization of the species under consideration and the /b E//sub AB /'s are standard bond energy terms derived from the heats of atomization of reference compounds. Using experimental heats of formation or semiempirical ones deduced from theoretical heats of reaction of appropriate isodesmic processes, the authors have calculated the stabilization energies of various types of chemical species: saturated, unsaturated and conjugated molecules, free radicals, carbocations, and carbanions. The results obtained can be rationalized in terms of steric hindrance, angular strain, polar interactions, electron delocalization, and substituent effects. Moreover, they have shown that heats of hydrogenation and bond dissociation energies do not provide accurate information on the thermodynamic stabilization of unsaturated compounds and free radicals, respectively. Among other applications the concept of stabilization energy allowed them to propose a detailed classification of free radicals and to rationalize their reactivity.
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Leroy, G. (1983). Stability of chemical species. Proceedings of the Fourth International Congress in Quantum Chemistry, Uppsala, Sweden. https://doi.org/10.1002/qua.560230125