Table 3.

C-H Bond dissociation energies and reaction rates for the reaction of 2 with different substrates.^a

Substrate	BDE (kcal·mol−1)[67],[68]	k2 (M−1s−1)
10-methyl-9,10-	73.7	86 ± 19
dihydroacridine (AcrH2) xanthene	75.5	8.1 ± 0.8
9,10-dihydroanthracene (DHA)	77	5.7 ± 0.9
1,4-cyclohexadiene (CHD)	78	4.2 ± 0.3
fluorene	80	1.2 ± 0.2
2,3-dimethyl-2-butene	84	(1.6 ± 0.2) × 10−2
tetrahydrofuran (THF)	93	(2.3± 0.3) × 10−3
cyclohexaneb	99.3	(4 ± 1) × 10−4

^aReactions were run in acetonitrile at 258 K, using 2 generated in situ from the reaction of 1 (1 mM) with 2 equiv of peracetic acid at 15°C.

^b298 K