The electrostatic field of the supramolecular cage is an ideal choice of a catalytic effector . Thus, it is well established that the preorganization of the charged functional group in the enzymatic system is responsible for enzyme catalysis . Indeed, recent studies by several groups have shown that the local electric fields (LEFs) of enzymes and/or solvents constitute the main catalytic elements for several reactions . This fact is supported by several recent studies where the application of oriented external electric field (OEEF) along the "reaction axis" significantly enhances the rate of reactions and controls their product selectivity . As such, the LEF along the reaction axis can be used as an effector of the catalytic activity in our target cages. Herein we demonstrate that a methodological design of LEF in a supramolecular cage brings about the desired reactivity and selectivity of C-H hydroxylation reactions.