. Author manuscript; available in PMC: 2011 Dec 3.

Published in final edited form as: J Org Chem. 2010 Nov 2;75(23):8088–8099. doi: 10.1021/jo101636w

Table 4.

Intramolecular ²H KIEs measured at -23 °C as a function of solvent, computed KIEs under assumptions of no stereoinversion and facile stereoinversion, and ratios of primary to secondary ²H KIEs for the two distinct transition structures.

	CH₂Cl₂	CCl₄	PhCl	C₂H₄Cl₄	CHCl₃
ε	8.9	2.2	5.6	10.1	4.7
μ	1.14	0.00	1.54	1.80	1.15
²H KIE (Expt.)	2.08 ± 0.07	2.17 ± 0.04	2.14	2.08	1.98
²H KIE (no inversion)	1.53	1.51	1.41	1.52	1.52
²H KIE (inversion)	1.65	1.81	1.68	1.64	1.70
(1°/2°) KIE (endo-TS1)	1.62	1.75	1.64	1.61	1.67
(1°/2°) KIE (exo-TS1)	1.72	1.86	1.74	1.71	1.76