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. Author manuscript; available in PMC: 2014 Mar 1.
Published in final edited form as: J Org Chem. 2012 Nov 30;78(5):2083–2090. doi: 10.1021/jo302266t

Figure 5.

Figure 5

Hammett plots obtained from the relative initial rates of catalytic oxidative amidation conducted with a series of para-substituted benzenesulfonamides. (A) Hammett plot in the absence of exogenous base. Conditions: [(IMes)Pd(TFA)2(H2O)] = 2 mM, [benzenesulfonamide] = 0.1 M, 4.0 ml of toluene, initial pO2 = 700 torr, 80 °C. (B) Hammett plot in the presence of 2 equiv. exogenous base Na2CO3. Conditions: [(IMes)Pd(TFA)2(H2O)] = 2 mM, [benzenesulfonamide] = 0.1 M, 4.0 ml of toluene, initial pO2 = 700 torr, 0.8 mmol Na2CO3, 80 °C.