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

Abstract

Both 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.

Key words

radical cations - [2+2] cycloaddition - surface-assisted - pseudo-intramolecular process - electron transfer

Publication History

Received: 31 December 2022

Accepted after revision: 21 February 2023

Accepted Manuscript online:
21 February 2023

Article published online:
22 March 2023

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