Radical Cation [2+2] Cycloadditions Enabled by Surface-Assisted Pseudo-Intramolecular Electron Transfers

Abstract

AbstractBoth intermolecular and intramolecular electron transfers can be the key in the determination of synthetic outcomes of photochemical and electrochemical reactions. Herein, we report dispersed TiO2 nanoparticles in combination with methoxybenzene to be a unique heterogeneous photocatalyst for facilitating the formation of novel cyclobutanes. Although the mechanistic details are as yet unclear, the results described herein imply that methoxybenzene is adsorbed onto the TiO2 surface, coming in close proximity to the forming cyclobutane radical cation, to realize a pseudo-intramolecular electron transfer between the species.