Table 3.
OYE-catalyzed aci-nitro tautomerization
| Substrate | Formation of nitronate, 105 M−1⋅s−1 | Decay of nitronate, 105 M−1⋅s−1 |
|---|---|---|
| Nitrocyclohexane | 1.25 | 0.98 (pH 7.5) |
| Nitrocyclopentane | 1.45 | 0.056 (pH 6.6) |
| Nitroethylbenzene | 7.0 | 1.50 (pH 7.5) |
The rate constants for formation of the nitronates were the limiting values obtained at high pH as illustrated in Fig. 3. The values for the decay of the nitronates back to the original protonated forms were obtained at the pH values shown.