[3+2] Cycloaddition of N-tert-Butyl, -(4-Trifluoromethyl)-Phenylnitrone with Methacrolein: Theoretical Investigation

In this scientific contribution, regio- and diastereo- selectivity of [3+2] cycloaddition (32CA) of N-tert-butyl,α-(4-trifluoromethyl)-phenylnitrone (1) with methacrolein (2) were investigated using DFT method at B3LYP/6-31(d) computational level in gas and dichloromethane solvent. The molecular electrostatic potential MESP was used to show the most active centers in the examined molecules. Global and local reactivity indices as well as thermodynamic parameters have been calculated to explain the regioselectivity and stereoselectivity for the selected reaction. The possible chemoselective ortho/meta regioselectivity and stereo- (endo/exo) isomeric channels were investigated. Our theoretical results give important elucidations for the possible pathways related to the studied 32CA reaction.