Calculated apparent free energy of activation (in kcal mol⁻¹) and turnover frequency (TOF, in h⁻¹) for 5-exo-dig and 6-endo-dig cyclization and the corresponding protodeauration step with different counteranions.

5-exo-dig pathway					6-endo-dig pathway
Anion	δE1	TOF1	δE2	TOF2	δE1	TOF1	δE2	TOF2
NTf2−	−1.6	3.3 × 1017	14.3	7.4 × 105	7.8	4.3 × 1010	23	3.1 × 10−1
ClO4−	−2.3	1.1 × 1018	16.8	1.1 × 104	8.8	7.9 × 109	24.2	4.0 × 10−2
TsO−	1.4	2.1 × 1015	24.2	4.1 × 10−2	13.4	3.4 × 106	15.6	8.2 × 104
TFA−	−4.5	4.5 × 1019	10.2	7.5 × 108	5.6	1.8 × 1012	14.6	4.4 × 105
TfO−	−0.9	1.0 × 1017	16.7	1.3 × 104	1.5	1.8 × 1015	19.2	1.9 × 102
MsO−	−5.2	1.5 × 1020	13.1	5.6 × 106	8.2	2.2 × 1010	16.5	1.8 × 104
SbF6−	12.8	9.3 × 106	19.2	1.9 × 102	23.2	2.2 × 10−1	27.8	9.4 × 10−5