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Kinetic studies and B3LYP/6-31g(d) calculations indicate the polar nature of [2+3] cycloadditions between 1-chloro-1-nitroethene to (Z)-C-aryl-N-phenylnitrones. This is clearly confirmed by the activation parameters and the substituent and solvent effects. Graphical abstract

An experimental and theoretical study of the polar [2+3] cycloaddition reactions between 1-chloro-1-nitroethene and (Z)-C-aryl-N-phenylnitrones