substituents Activation energies, ΔEact (kcal/mol) Enthalpy changes, ΔH (kcal/mol)
  Ortho-endo Ortho-exo Meta-endo Meta-exo Ortho-endo Ortho-oxo Meta-endo Meta-exo
-CH3 +11.80 +11.42 +7.18 +9.32 -50.85 -49.93 -52.95 -50.68
-OH +15.56 +14.71 +3.76 +10.37 -47.82 -47.82 -52.31 -49.47
-CN +2.66 +4.05 +2.81 +4.68 -56.08 -55.34 -55.44 -55.16
-Cl +10.65 +10.70 +4.91 +8.40 -55.70 -54.30 -56.19 -55.73
Table 6: Energetics of the reactions of trans-piperylene with substituted cyclobutenones.