Bromination of alkane 16 by (A) peroxide 15, (B) mCPBA and Ni complex 1a, and (C) peracid 18 and Ni complex 1a. Conditions: (A) 0.0625 mmol of 15, 10 equiv of 16, 4 equiv of CBr4, DCM (0.0625 M), 80 °C under N2; (B) 0.125 mmol of mCPBA, 5 equiv of 16, 2 equiv of CBr4, 0.1 mol % 1a, DCM (0.125 M), 50 °C under N2. (C) 0.125 mmol of 18, 5 equiv of 16, 2 equiv of CBr4, 1 mol % 1a, DCM (0.125 M), 50 °C under N2. aAverage of eight repeated experiments. bAverage of three repeated experiments.