Abstract
The thermal decomposition of substituted azopropanes is shown to be a good model for determining radical substituent effects. In this series steric and inductive contributions are minor with the most significant portion of the 109 rate acceleration (16 kcal/mol) differences being the result of electronic (resonance) stabilization. These results have been correlated with other systems of generating radicals and have been related to ESR studies and molecular orbital calculations.
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References and Notes
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Timberlake, J.W. (1986). Azoalkane Decompositions as Measures of Radical Substituent Effects. In: Viehe, H.G., Janousek, Z., Merényi, R. (eds) Substituent Effects in Radical Chemistry. NATO ASI Series, vol 189. Springer, Dordrecht. https://doi.org/10.1007/978-94-009-4758-0_20
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DOI: https://doi.org/10.1007/978-94-009-4758-0_20
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