. 2023 Oct 20;13(44):30787–30797. doi: 10.1039/d3ra05127g

Activation energies (ΔG^‡, kcal mol⁻¹) using M062X/6-31+G(d) for electrocyclic ring-closure of variously functionalised 1,X-disubstituted octatetraenes (X = 2–8).


		R₂
		CH₃	NH₂	OH	F	CHO	CN	NO₂
R₁	CH₃	14.6	13.1	14.5	15.5	14.4	13.1	14.2
	NH₂	13.6	9.7	10.8	12.3	20.9	15.7	14.7
	OH	14.4	10.4	10.7	11.8	19.0	14.2	14.0
	F	14.2	12.7	15.5	17.0	14.3	15.6	15.4
	CHO	13.1	13.0	21.0	19.2	13.2	14.5	11.2
	CN	14.0	15.4	19.4	17.6	13.4	14.7	13.8
	NO₂	12.2	12.4	19.2	18.9	12.4	13.2	13.7
R₁	CH₃	14.7	17.5	16.9	15.6	14.0	15.3	13.5
	NH₂	16.6	21.2	21.9	20.2	14.9	19.3	16.0
	OH	16.7	19.9	16.6	15.2	14.8	15.8	13.4
	F	17.7	18.4	16.8	15.7	14.0	15.5	13.4
	CHO	12.4	15.3	15.9	14.4	12.8	13.5	11.7
	CN	18.0	18.2	16.8	14.7	13.5	14.3	11.8
	NO₂	11.0	12.0	10.6	8.5	10.7	10.5	9.6
R₁	CH₃	16.4	17.8	18.5	16.0	13.9	16.1	14.2
	NH₂	16.8	18.8	18.3	16.4	15.7	17.0	15.6
	OH	17.4	19.3	18.7	16.4	15.0	16.2	14.5
	F	17.8	19.4	18.3	15.8	13.8	15.2	14.8
	CHO	14.6	17.3	16.2	14.2	11.8	14.0	12.0
	CN	17.1	20.0	18.8	16.0	13.9	16.4	13.8
	NO₂	13.6	17.3	16.4	13.1	9.8	12.8	13.5
R₁	CH₃	15.7	18.2	16.2	14.6	13.9	15.8	13.2
	NH₂	15.7	18.3	17.7	15.8	14.6	16.3	14.3
	OH	17.2	18.7	18.1	16.1	14.9	16.4	14.2
	F	16.8	18.8	17.7	16.1	15.0	17.3	15.3
	CHO	14.5	16.7	16.3	14.5	12.2	14.2	12.3
	CN	17.0	18.2	17.8	18.0	15.2	17.7	14.9
	NO₂	12.8	14.8	15.6	13.9	11.8	14.0	11.8
R₁	CH₃	18.5	19.2	18.6	17.5	14.0	16.2	13.3
	NH₂	18.9	19.9	19.3	17.7	14.4	17.1	14.2
	OH	19.1	20.6	19.9	18.1	14.1	17.7	13.9
	F	19.5	19.8	18.9	17.4	14.2	18.1	12.9
	CHO	16.8	16.8	17.0	15.3	12.8	15.8	9.9
	CN	19.5	19.2	18.4	17.1	15.6	19.6	15.2
	NO₂	14.3	15.3	15.0	14.7	11.9	15.4	11.7
R₁	CH₃	13.0	14.8	15.7	16.2	10.2	11.9	8.6
	NH₂	14.5	14.1	16.0	15.9	11.9	13.1	8.0
	OH	14.7	15.2	17.4	16.5	12.0	14.3	10.7
	F	15.1	15.2	17.1	16.1	12.5	15.5	11.3
	CHO	12.6	14.0	16.0	14.9	9.4	13.2	8.9
	CN	15.1	15.3	18.8	16.9	12.0	16.7	12.4
	NO₂	10.3	11.0	15.7	15.3	8.6	13.9	9.6
R₁	CH₃	17.0	16.5	16.4	15.9	14.6	15.5	12.0
	NH₂		16.5	17.0	15.6	12.1	13.2	7.4
	OH			15.6	17.2	16.0	16.2	11.3
	F				19.0	17.4	18.9	16.0
	CHO					14.3	18.3	13.4
	CN						21.4	17.9
	NO₂							14.8

Activation energies (ΔG‡, kcal mol−1) using M062X/6-31+G(d) for electrocyclic ring-closure of variously functionalised 1,X-disubstituted octatetraenes (X = 2–8).

Activation energies (ΔG^‡, kcal mol⁻¹) using M062X/6-31+G(d) for electrocyclic ring-closure of variously functionalised 1,X-disubstituted octatetraenes (X = 2–8).