Stereoselective synthesis, structure and DFT studies on fluoro- and nitro- substituted spirooxindole-pyrrolidine heterocyclic hybrids

A.I. Almansour (1) , N. Arumugam (1) , S.M. Soliman (2) , B.S. Krishnamoorthy (3) , J.-F. Halet (3) , R.V. Priya (4) , J. Suresh (4) , D.M. Al-Thamili (1) , F.A. Al-Aizari (1) , R.S. Kumar (1)

1 KSU - King Saud University [Riyadh]
2 Alexandria University [Alexandrie]
3 ISCR - Institut des Sciences Chimiques de Rennes
4 Madhura College

Structurally diverse highly functionalized flouro- and nitro - substituted spirooxindole-pyrrolidine heterocyclic hybrids have been achieved in good yields. The molecular structure of these diverse spiroheterocyclic hybrids was elucidated by spectroscopic analysis and further confirmed by single crystal X-ray crystallographic studies and density functional theory (DFT) calculations. Analysis of molecular packing for these hybrids was performed using Hirshfeld analysis. Geometric parameters calculated by DFT are in good agreement with the experimental data obtained from X-ray crystallography.

Mots clés: DFT studies; Fluoro- nitro- spirooxindole-pyrrolidine; Ionic liquid; Single crystal; [3 + 2] cycloaddition

Domaines: Chimie

A.I. Almansour, N. Arumugam, S.M. Soliman, B.S. Krishnamoorthy, J.-F. Halet, et al.. Stereoselective synthesis, structure and DFT studies on fluoro- and nitro- substituted spirooxindole-pyrrolidine heterocyclic hybrids. Journal of Molecular Structure, 2021, 1237, pp.130396. ⟨10.1016/j.molstruc.2021.130396⟩. ⟨hal-03225472⟩