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Beilstein J. Org. Chem. 2026, 22, 416–435, doi:10.3762/bjoc.22.29
Graphical Abstract
Figure 1: Representative structures of organoselenium compounds and naphthalimide derivatives are reported as...
Scheme 1: Reagents and conditions for the step-wise synthesis of diorganyl monoselenides 7 and 8: (a) N-(3-br...
Figure 2: a) ORTEP diagram of compound 7 with thermal ellipsoids drawn at the 50% probability, b) and c) show...
Figure 3: DFT optimised structure of compounds a) 7 and b) 8.
Figure 4: HOMO, LUMO, and the energy gap of the compounds: a) 7 and b) 8.
Figure 5: Mulliken atomic charge of the compounds: a) 7 and b) 8.
Figure 6: MEP analysis of the compounds: a) 7 and b) 8.
Figure 7: log concentration (µM) vs cell viability (%) of compounds of a) 7 and b) 8.
Figure 8: Significant difference of control vs concentration: a) compound 7, b) compound 8.
Figure 9: 2D and 3D binding interaction of active (1M17) EGFR tyrosine kinase and synthesised compounds: a) 7...
Figure 10: 2D and 3D binding interaction of inactive (4HJO) EGFR tyrosine kinase and synthesised compounds: a) ...
Beilstein J. Org. Chem. 2024, 20, 1221–1235, doi:10.3762/bjoc.20.105
Scheme 1: Reported synthetic methods for the selenation of aromatic compounds.
Scheme 2: Reaction of selenium dioxide with aniline.
Scheme 3: Reaction of selenium dioxide with o-anisidine.
Scheme 4: Reaction of methyl anthranilate with SeO2.
Scheme 5: Reaction mechanism for the formation of diaryl monoselenides.
Scheme 6: Reaction mechanism for the formation of oxamides.
Scheme 7: Reaction mechanism for the formation of quinone 10.
Figure 1: Molecular structure of 3. Thermal ellipsoids drawn at 50% probability. Selected bond lengths (Å): O...
Figure 2: Molecular structure of 9. Thermal ellipsoids drawn at 50% probability. Selected bond lengths (Å): O...
Figure 3: Molecular structure of 13. Thermal ellipsoids drawn at 50% probability. Selected bond lengths (Å): ...
Figure 4: Molecular structure of 10. Thermal ellipsoids drawn at 50% probability. Selected bond lengths (Å) a...
Figure 5: Molecular structure of 11. Thermal ellipsoids drawn at 50% probability. Selected bond angles (°): C...
Figure 6: Molecular structure of 12. Thermal ellipsoids drawn at 50% probability. Selected bond angles (°): C...
Figure 7: Relative energy levels of arylamines and SeO2.
Figure 8: Computationally optimized structure of aniline (a), o-anisidine (b), and methyl anthranilate (c), w...
Scheme 8: Resonance structures for the delocalization of the nitrogen lone pair into the π-system.