Table 1

AM1 energies for addition of methoxy radical to aromatic compounds

Compound	H_grd^1-a	H_tran^1-b	H_tetrs^1-c	H_act^1-d	H_reac^1-e
Benzene	0.035	0.036	−0.012	9.4	−20.3
Toluene (para)	0.023	0.023	−0.025	9.0	−21.2
Toluene (meta)	0.023	0.023	−0.024	9.3	−20.3
Toluene (ortho)	0.023	0.023	−0.024	9.1	−20.5
Anisole (meta)	−0.025	−0.025	−0.071	9.5	−19.8
Anisole (para)	−0.025	−0.026	−0.075	8.5	−21.8
Anisole (ortho)	−0.025	−0.028	−0.075	7.8	−21.7
Chlorobenzene (para)	0.023	0.023	−0.025	9.0	−21.4
Chlorobenzene (meta)	0.023	0.024	−0.023	9.4	−20.4
Aniline (para)	0.032	0.030	−0.019	7.9	−22.9
Aniline (meta)	0.032	0.032	−0.014	9.2	−20.0
Nitrobenzene (para)	0.040	0.042	−0.006	10.2	−20.1
Nitrobezene (meta)	0.040	0.042	−0.005	10.5	−19.1
Cyanobenzene (para)	0.085	0.086	0.037	9.5	−20.9
Cyanobenzene (meta)	0.085	0.086	0.039	9.8	−19.8
Cyanobenzene (ortho)	0.085	0.087	0.039	10.3	−19.6
o-Xylene (para)	0.012	0.011	−0.036	8.9	−21.1
2-Methylanisole (4-position)	−0.036	−0.037	−0.085	8.8	−21.4
Ethylbenzene (para)	0.013	0.013	−0.034	9.0	−21.0
p-Xylene (ortho)	0.011	0.010	−0.037	8.9	−20.6
Napthalene (ortho)	0.064	0.058	0.006	5.3	−27.6
Napthalene (para)	0.064	0.059	0.010	5.8	−25.0
Benzimidazole (ortho)	0.107	0.104	0.053	7.3	−24.6
Benzimidazole (meta)	0.107	0.106	0.057	8.3	−22.1
Benzimidazole (para)	0.107	0.106	0.059	8.7	−20.8

↵1-a The ground state energy of the parent compound in Hartrees/mol.
↵1-b The transition state energy for methoxy addition in Hartrees/mol.
↵1-c The heat of formation of the tetrahedral intermediate after methoxy addition in Hartrees/mol.
↵1-d The enthalpy of activation in kcal/mol.
↵1-e The enthalpy of reaction in kcal/mol.