Fig. 5: Mechanistic investigations.
From: Asymmetric N-oxidation catalyzed by bisguanidinium dinuclear oxodiperoxomolybdosulfate
a Preparation of active catalysts BG6 and BG7. b Asymmetric oxidation using BG6 and BG7 compared with in situ conditions. c Racemic reaction between 1a and 2a. d Determination the yield and ee of 2a at different times under in situ conditions. e Determination of the yield and ee of 2a at different times using 4 mol% BG6 as catalyst with KHSO4. f Initial reaction rate plot with different BG6 loadings. g Initial reaction rate constant k and final ee of 2a at different BG6 loadings. h Linear relationship between ee values of BG6 and 2a. i Hammett plot for the competitive oxidation of different para-substituted 1. j Chemical shift on 19F NMR of 2c, 1c, and 1c (1.0 equiv.) with 10 mol% BG6 or BG7. k Insight ion-pair structures of BG6 and BG7 compared with in situ conditions.
