article · Russian Journal of General Chemistry
Diastereoselectivity of the 1,3-dipolar cycloaddition of nitrone with some N-substituted maleimides was studied theoretically in gas phase and in solvents, using DFT methods at the B3LYP/6-31G(d) theoretical level. The reactivity indices indicate that nitrone is a moderate nucleophile whereas the maleimides are moderate electrophiles. Analysis of different energy profiles shows that these competitive reactions favour the formation of the exo cycloadducts, in all reactions. Solvent effect showed that water was the best solvent for this reaction, which is in agreement with the experiment.
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DOI: 10.1134/s107036322406015x
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