Open AccessReaction of N-allenyl-1H-pyrrole-2-yl-carbaldehyde with hydroxylamine: a quantum-chemical model
Author(s) -
N. V. Teplyashin,
Alexander S. Bobkov,
N. M. Vitkovskaya
Publication year - 2021
Publication title -
journal of physics. conference series
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.21
H-Index - 85
eISSN - 1742-6596
pISSN - 1742-6588
DOI - 10.1088/1742-6596/1847/1/012058
Subject(s) - hydroxylamine , solvent , molecule , quantum chemical , chemistry , pyrrole , computational chemistry , proton , solvent effects , reaction mechanism , organic chemistry , catalysis , physics , quantum mechanics
The mechanism of the reaction between hydroxylamine and N -allenylpyrrole-2-carbaldehyde has been studied using quantum-chemical methods (B2PLYP-D2/6-311+G**//B3LYP/6-31+G*). It is shown that the calculations should take into account the solvent molecules. Solvent molecules provide both proton transfer and adequate reproduction of activation barriers. It is found that two solvent molecules are necessary for modeling oximation reaction, whereas only one solvent molecule is sufficient for the cyclization step.