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Comparison of activation via strain (A) or electron-withdrawing substituents (B) for 1,3-dipolar cycloadditions of diazoacetamide 5 (filled circles) and azide 9 (open circles). Strain energies were calculated from the isodesmic equation in ref. 33. Activation energies were calculated at the M06-2X/6-31+G(2d,p) level of theory. Energies (kcal/mol) include solvation corrections (water) on gas-phase geometries with the IEFPCM model (radii=UFF).
