Table 2.

Energetics for the alkylation of chrysin (1) and the following Smiles rearrangement. ΔG^# [kJ mol⁻¹] refers for the activation Gibbs free energy computed from the differences of the transition states (TS2–6) and the single reactants. ΔG⁰ [kJ mol⁻¹] refers to the formation Gibbs free energy of products 7–11 from the single reactants.

Column				A	B	C	B	E	F	G	H
Entry	R1	R2	R3	ΔG# TS2–6	ΔG0 7–11	ΔG# TS17	ΔG0 18	ΔG# TS18	ΔG0 19	ΔG# TS19	ΔG0 12–16
1	H	H	H	73.3	−67.2	31.0	16.1	34.9	9.9	140.7	−7.0
2	Me	H	H	67.6	−73.0	19.8	2.1	20.6	−6.5	137.0	−13.3
3	OMe	H	H	69.3	−73.6	16.0	−4.1	20.4	−7.4	127.0	−28.6
4	H	OMe	OMe	75.4	−67.1	33.5	19.8	35.6	17.1	143.6	−4.2
5	CF3	H	H	73.3	−71.0	32.7	25.6	42.9	17.6	155.8	−9.0