Related Experiment Video
Updated: Jan 12, 2026
![[DPEPhosbcpCu]PF6: A General and Broadly Applicable Copper-Based Photoredox Catalyst](/_next/image?url=https%3A%2F%2Fcloudfront.jove.com%2FCDNSource%2Fteasers%2F59739.jpg&w=3840&q=50)
[DPEPhosbcpCu]PF6: A General and Broadly Applicable Copper-Based Photoredox Catalyst
Published on: May 21, 2019
Photoredox catalysed reductive cleavage of dibenzothiophene dioxides enabled by a temperature-controlled photoreactor
Siyuan Wang1, Quang Truong Le2, Yoshiteru Shishido3
1School of Chemistry and Chemical Engineering, University of Southampton Southampton SO17 1BJ UK gregory.perry@soton.ac.uk.
Abstract:
The cleavage of C-S bonds in dibenzothiophene dioxides under reductive photoredox catalysed conditions is reported. The reactions afford sulfinates, which can be used in a variety of subsequent transformations for diversification. When using unsymmetrical dibenzothiophene substrates, reductive cleavage occurs preferentially at one C-S bond. Experimental and computational studies provide insight into this interesting selectivity. The process tolerates the presence of oil (dodecane), highlighting a possible application in the removal of dibenzothiophene impurities from crude oil. The reactivity of some substrates is highly dependent on reaction temperature, hence the development of a versatile and inexpensive 3D printed photoreactor that allows for the precise control of reaction temperature is also reported.
More Related Videos
08:51Scale-up Chemical Synthesis of Thermally-activated Delayed Fluorescence Emitters Based on the Dibenzothiophene-S,S-Dioxide Core
Published on: October 24, 2017
09:22Synthesis and Performance Evaluations of ZnCoS/ZnCdS with Twin Crystal Structure for Multifunctional Redox Photocatalysis in Energy Applications
Published on: July 25, 2025
Related Concept Videos
Thermal and Photochemical Electrocyclic Reactions: Overview
Hydrolysis of Chlorobenzene to Phenol: Dow Process
Thermal Electrocyclic Reactions: Stereochemistry
Selection Rules: Thermal Activation
Conjugated systems containing an even number of π-electron pairs undergo a conrotatory ring closure. For example, thermal electrocyclization of (2E,4E)-2,4-hexadiene, a conjugated diene containing two π-electron pairs, gives trans-3,4-dimethylcyclobutene.
Photochemical Electrocyclic Reactions: Stereochemistry
Selection Rules: Photochemical Activation
Cycloaddition Reactions: MO Requirements for Photochemical Activation
[4+2] Cycloaddition of Conjugated Dienes: Diels–Alder Reaction