@article{article_358501, title={Theoretical study of the effect of heteroatom on the electronic and molecular properties of isoindoline monomers}, journal={Turkish Computational and Theoretical Chemistry}, volume={2}, pages={31–38}, year={2018}, author={Ladjarafı, Abdelkader and Meghezzı, Hacène}, keywords={isoindoline,isoindole,heterocycle,heteroatom,solvent effect,MP2,DFT}, abstract={<span style="font-size:11pt;font-family:’Times New Roman’, serif;" lang="en" xml:lang="en">Theoretical calculations
were carried out in the gas phase and in solution in order to study the
influence of the heteroatom on the electronic and structural properties of some <i>isoindoline </i> derivatives and likewise to demonstrate the effect of the
solvent on the tautomeric process encountered in this type of equilibrium. The
most stable structures are analyzed and the possible equilibrium displacements
are studied. Results of the total energies obtained with the HF, MP2 and DFT
methods show firstly, that the <i>isoindoline </i> forms are the most stable,
and secondly, that the replacement of the NH heteroatom by an oxygen heteroatom
increases the stability of the compound. Calculations in solution indicate that
the electronic properties of the heterocycle are influenced by the nature of
the solvent which is used. However, all tautomeric forms are more stable in
DMSO than in THF. The predominance of the <i>isoindoline </i> form in gas phase
and in solution is confirmed as experimentally observed. </span>}, number={1}, publisher={Koray SAYIN}