Electron-Density Relaxation and Oppositely Signed Reaction Constants in Dual Substituent Parameter Relationships in Dediazoniation Reactions
Why are there so few exceptions to the fact that ρR/ρF = λ is positive? A straightforward theoretical basis is provided for the interpretation of the dediazoniation of benzenediazonium ions, one of the most prominent examples of the few reactions for which the reaction constants ρR and ρF [Eq. (1)] have opposite signs. The results support the model that describes C-N bonding as synergistic N → C σ dative and C → N π backdative bonding. The analysis furnishes details about the electronic structure that cannot be deduced from physical-organic studies alone.
R. Glaser et al., "Electron-Density Relaxation and Oppositely Signed Reaction Constants in Dual Substituent Parameter Relationships in Dediazoniation Reactions," Angewandte Chemie (International Edition in English), vol. 36, no. 20, pp. 2210-2213, Wiley-VCH Verlag, Nov 1997.
The definitive version is available at https://doi.org/10.1002/anie.199722101
30th Midwest Theoretical Chemistry Conference (1997: May 22-24, Urbana-Champaign, IL)
Keywords and Phrases
Bond theory; Dediazoniation; Diazonium ions; Electronic structure; Linear free energy relation
International Standard Serial Number (ISSN)
Article - Conference proceedings
© 1997 Wiley-VCH Verlag, All rights reserved.
01 Nov 1997