Beilstein J. Org. Chem.2023,19, 477–486, doi:10.3762/bjoc.19.37
studied by using DFT. The Houk's distortionmodel has been employed to evaluate the influence of the tether in the cycloaddition reaction. That model has been extended to determine the contribution of each tether and, more importantly, the effect exerted between them. In addition to the distortion induced
by the tethers, the entropy effects caused by them has also been studied. The analysis of the evolution of the electron localization function along the reaction revealed the highly concerted character of the reaction.
Keywords: DFT; distortionmodel; hydrazones; transannular cycloadditions
(series g–k) with the aim of explaining the observed lack of reactivity and predicting new reactive substrates. For that purpose, we applied the Houk's distortionmodel [30] to nonsymmetrically tethered systems and extended the model to estimate the mutual influence of the two different tethers. We have
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Graphical Abstract
Scheme 1:
Experimental data (series a–d, k) and non-studied examples (series e–j) for transannular cycloaddit...