Theoretical analysis of mechanism, regio- and stereoselectivity of 1, 3-dipolar cycloaddition of cyclic nitrone and substituted alkenes by DFT method.

Samir Bouacha
2023 · doi:10.21203/rs.3.rs-3297189/v1
preprint OA: closed CC-BY-4.0
📄 Open PDF View at publisher

Abstract

This study presents a theoretical investigation of the 1,3-dipolar cycloaddition between cyclic nitrone a1 and substituted alkene b1. The mechanism, regioselectivity, and stereoselectivity of this 13DC reaction were analyzed using transition state theory and reactivity indices obtained from conceptual density functional theory (DFT) with DFT methods at B3LYP/6-31G(d) level of theory. The results indicate that this cycloaddition reaction proceeds via a synchronous one-step mechanism, exhibiting a non-polar nature and significant activation energies. These theoretical results are in agreement with the experimental observations. Moreover, topological analyses such as ESP, RDG-NCI, and ELF were employed to determine active sites, distinguish hydrogen bonds, van der Waals interactions, and steric repulsive interactions, and predict electron localization, respectively.

My notes (saved in your browser only)

Citation neighborhood (no data yet)

We don't have any in-corpus citations linked to this paper yet. The paper's references may be in our DB but unresolved to ``paper_id`` (resolution happens at ingest when the cited DOI matches a row we already have). Run the cross-source citation reconcile pass to retry.

References (20)

Source provenance

crossref
last seen: 2026-06-11T06:39:53.247158+00:00
europepmc
last seen: 2026-05-19T01:45:01.086888+00:00
unpaywall
last seen: 2026-05-22T02:00:06.705733+00:00
License: CC-BY-4.0