Abstract
•Highly functionalized α,β-unsaturated carbonyl compounds were achieved in good yields.•Molecular structure was elucidated by NMR spectroscopic and X-ray crystallographic studies.•Molecular packing was performed to determine different intermolecular contacts using Hirshfeld analysis.•DFT calculations are used in order to predict the electronic properties of studied compounds.
Highly functionalized N-1-(2-pyridinylmethyl)-3,5-bis[(E)-methoxy/fluorophenylmethylidene]-tetrahydro-4(1H)-pyridinones (5a and 5b) have been synthesized in good yields. The molecular structure of the synthesized compounds was elucidated by NMR spectroscopy and further confirmed by single crystal X-ray crystallographic studies. The Hirshfeld analysis reveals that the molecular packing of 5a is mainly controlled by N...H (4.9%), C...H (30.6%) and H...H (52.4%) contacts whereas the molecules are packed by strong F...H (16.8−16.9 %), N...H (5.4%) and O...H (5.2−5.4%) as well as weak C...C (3.9−4.5%), H...H (39.7−39.9%) and C...H (24.8−25.8%) contacts in 5b. DFT calculations are used in order to predict the electronic properties of studied compounds. The NMR data obtained experimentally correlated well with the calculated findings.
Highly functionalized α,β-unsaturated carbonyl compounds have been achieved in good yields. Structural elucidation was accomplished with the help of NMR spectroscopy and X-ray crystallographic studies. Molecular packing was performed to determine the different intermolecular contacts using Hirshfeld topology analysis. DFT calculations were also performed to evaluate the structural aspects of these compounds. [Display omitted]