Table 2. CBS-QB3-Calculated RRD Activation Parameters for HAT Reactions (eqs 10a and 10b)^a.

compound	ΔG⧧(10)	ΔH⧧(10)	–ΔS⧧(10)	ΔRH(10)b	–ΔHBH(10)c	BDEd
ethyl	24.4	14.4	33.5	–13.9	3.7	35.4
1-hydroxy-ethyl, s-trans	21.0	11.8	30.7	–12.4	6.9	36.8
vinyl	23.6	14.1	31.9	–13.0	4.1	36.3
propene	47.2	39.9	24.7	37.9	3.4	87.2
allyl	31.6	21.1	35.0	8.2	3.5	57.5
formyl	9.1	–0.4	31.8	–33.8	2.6	15.6
iminyl	13.2	4.9	28.0	–31.1	6.2	18.2
methoxyl	16.1	5.9	34.2	–28.8	7.5	20.5
dimethylether	48.7	41.6	23.6	47.7	5.9	97.0
pentadienyl	36.5	26.3	34.2	16.0	4.0	65.3
cyclopentadiene	43.0	34.4	28.8	32.9	4.5	82.1
1,4-cyclohexadiene	35.5	27.9	25.6	25.0	5.5	74.4
cyclohexadienyl	14.0	3.8	34.1	–26.6	4.6	22.7
4-OH-cyclohexadienyl	12.9	1.3	38.9	–26.9	7.4	22.6
t-toluene	32.1	23.4	29.1	12.1	4.2	61.4
toluene	47.1	38.8	27.6	41.3	4.4	90.6
t-1-Me-naphthalene	35.5	26.0	31.8	18.4	4.7	67.7
1-Me-naphthalene	48.3	40.3	26.7	41.0	4.8	90.2
t-9-Me-anthracene	38.0	30.1	26.5	27.4	4.5	76.6
9-Me-anthracene	46.7	38.5	27.7	36.0	5.3	85.3
t-phenol	36.5	28.2	27.8	20.1	2.7	69.4
4-OH-t-phenol	33.9	24.1	32.6	10.8	6.3	60.0
2,5-di-Me-4-OH-t-phenol	32.8	23.0	32.7	11.3	6.3	60.6
t-1-naphthol	38.7	29.9	29.7	23.8	3.6	73.1
4-OH-t-1-naphthol	36.7	26.9	32.9	15.8	6.5	65.0
anthrone	39.9	31.3	28.6	27.1	4.3	76.4
10-OH-anthrone	37.4	27.5	33.0	21.5	7.1	70.7

^aSee also footnote a, Table 1. The compound prefix t denotes the para tautomeric form of the arenol or the methylaryl compounds.

^bThe overall reaction enthalpy toward the non-hydrogen-bonded products.

^cThe intermolecular hydrogen bond enthalpy between the products.

^dThe related C–H BDE.