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Table 1 Energetics of the 1,3-dipolar cycloaddition reactions of N,C,C-trisubstituted nitrone with ring acceptor substituted dimethyl methylenecyclopropane-1,2-dicarboxylates

From: 1,3-Dipolar [3 + 2] cycloaddition reactions of N,C,C-trisubstituted nitrones with ring-acceptor methylenecyclopropanes: a computational study

Substituents Activation energy (kcal/mol) Reaction energy (kcal/mol)
4-isomer 5-isomer 4-isomer 5-isomer
R1=–H, R2=–H +8.5 +11.7 −40.7 −32.5
R1=–H, R2=–Ph +30.3 +16.9 −9.1 −17.9
R1=–H, R2=–CO2CH3 +16.0 +13.6 −21.5 −36.7
R1=–Cl, R2=–CO2CH3 +15.6 +14.1 −22.7 −38.1
R1=–CH3, R2=CO2CH3 +16.0 +13.0 −21.1 −36.3