Homogeneous and heterogeneous cobalt complex catalysts with bis(pyridylmethyl)(triazolylmethyl)amine ligand were prepared. Although simple cobalt salts catalyze cyclohexane oxidation with mCPBA, the cyclohexane selectivity increases upon coordination of tetradentate ligands. In the heterogeneous catalysis, the yield and selectivity of cyclohexanol are improved with an increase in the ligand density on the silica support due to the suppression of metal leaching.