Oxidation of cyclohexane to cyclohexyl hydroperoxide, adipic acid and KA oil (mixture of cyclohexanol and cyclohexanone) in presence of oxygen with MTPP-MSalen-MTPP (TPP: tetraphenylporphyrin; M: metallic ion) as catalyst was studied. Effects of reaction time, reaction temperature, oxygen pressure, catalyst dosage and coordination metallic ions on yield of cyclohexyl hydroperoxide, total yield of oxidation products, acid value of products, acid value of adipic acid and ester value of products were investigated. The apparent activation energy is significantly lowered by using the novel catalyst in the oxidation. Under same reaction conditions, 29.5 g oxidation products can be obtained with FeTPP-FeSalen-FeTPP as catalyst but only 9.0 g with FeTPP. Under appropriate conditions: MnTPP-MnSalen-MnTPP as catalyst, reaction temperature 140°C, oxygen pressure 2.00 MPa, reaction time 240 min and m(catalyst):m(cyclohexane) 8.5 × 10-5, the conversion of cyclohexane, yield of adipic acid, and selectivity to the oxidation products are 36.32% , 11.41% and 91.65% , respectively. On each active center of catalyst, approach 17000 molecules of cyclohexane convert.