Table 2.
Apparent 2nd order rate constants (M− 1 min− 1) for different ortho proton donor nucleophilic catalysts.a
catalyst | 2nd order rate constant | rel. to uncat. rxn. |
---|---|---|
(none) | 0.10 ± 0.01 | 1 |
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1.1 ± 0.1 | 11 |
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4.7 ± 0.3 | 46 |
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5.0 ± 0.7 | 49 |
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8.5 ± 0.5 | 83 |
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5.4 ± 0.7 | 53 |
Conditions: 18 µM NBD Hydrazine, 1 mM 4-nitrobenzaldehyde, 1 mM catalyst in 10:1 PBS (pH 7.4):DMF, 23 °C.