Gibbs free energies of reaction (ΔG_reaction) corresponding to hydrogen atom transfer (HAT) and radical adducts formation (RAF) of compound 5d with various free radicals, at 25 °C, in kJ mol⁻¹, with respect to the isolated reactants^a.

Reaction site	ΔGreaction((U)M06-2X/6-311++G**//(U)B3LYP/6-311++G**)
	˙OCH3			˙OOH			˙OOCH3
	Gas phase	Water	Benzene	Gas phase	Water	Benzene	Gas phase	Water	Benzene
HAT
H10	−36.36	−46.88	−37.65	34.50	23.15	32.96	40.00	30.75	39.62
H24	−84.27	−87.42	−82.32	−13.41	−17.39	−11.71	−7.91	−9.79	−5.05
H22	−84.32	−84.46	−83.50	−13.46	−14.43	−12.89	−7.96	−6.83	−6.23
H23	−99.63	−99.29	−98.46	−28.77	−29.26	−27.85	−23.27	−21.66	−21.20
H25	3.36	2.21	5.44	74.22	72.24	76.05	79.71	79.84	82.70
RAF
C13	−72.93	−59.30	−63.33	−12.69	2.89	−1.05	−1.74	14.23	7.63
C17	−33.50	−20.52	−24.00	33.22	43.65	41.08	43.15	54.25	51.38
C19	−7.15	3.53	0.05	49.64	57.48	56.23	61.73	69.46	67.33
C6	−7.44	6.19	2.97	46.14	59.22	55.08	59.45	73.11	69.60
C15	−0.32	6.64	6.26	55.90	61.67	62.62	66.13	71.97	72.00
C1	5.92	16.26	13.97	63.08	70.87	70.68	76.25	84.87	83.93
C2	12.27	20.53	19.17	67.01	70.94	72.33	80.20	85.44	87.28
C4	3.91	10.93	11.13	61.61	63.63	66.99	72.86	75.68	79.21
C9	32.02	42.70	40.60	91.60	96.73	98.32	106.09	110.98	112.45
C14	31.47	37.22	37.58	87.01	92.49	91.45	98.65	103.71	106.64
C16	4.70	8.28	11.17	68.99	69.92	73.65	80.22	81.57	86.95

^aHaving in mind the values of ΔG_reaction and ΔG^‡ for the TSs of HAT and RAF mechanisms, the reaction between ˙OCH₃ and 5d will go mainly through HAT mechanism at H23, H22 and H24 position.