FORMATION OF A DIPHENYL OXIDE FRAGMENT UNDER HETEROPHASE CONDITIONS

In the course of this work, two ways of formation of substituted diphenyl oxides were compared. They can be represented by the following transformation sets. Firstly, after the chemical sorption of phenol on the solid surface of potassium carbonate, the structure formed on the surface acts as a nucleophilic substitution reagent. Without passing into solution, it interacts with the substrate to form a complex, which further decomposes with subsequent desorption of reaction products and substituted diphenyl ether respectively. The second point of view is as follows: on the first step phenol is chemisorbed on the solid surface of potassium carbonate, and then irreversibly desorbed into solution together with a fragment of a potassium carbonate cluster in the form of a complex. Interaction with the substrate of this system in this case occurs in the liquid phase. As a research method, quantum chemical modeling of the mechanisms of the formation of diphenyloxide derivatives in the liquid phase-solid phase system (unlimited Hartree-Fock approximation, UHF and the basis set 6-31G(d,p) was used. The energy profiles of the above processes were constructed, and the values of the energy barriers of the formation of the corresponding complexes were calculated. It is shown that the formation of substituted diphenyl oxides by the interaction of a phenoxide anion on the surface of a deprotonating agent (potassium carbonate) with a substrate is more energetically advantageous than in the case of desorption of a p-nitrophenol molecule together with a fragment of a potassium carbonate cluster into a solution. Thus, the formation of substituted diphenyl oxides by the interaction of the phenoxide anion on the surface of the deprotonating agent (potassium carbonate) with the substrate is more energetically advantageous and seems more likely.