Issue 74, 2022

Reactions of sulfoxides with reactive oxygen species to reveal the radical chemistry of pollution-derived particulate matter

Abstract

The radical reactions of dimethylsulfoxide (DMSO) and tetrahydrothiophene-1-oxide (THTO) with reactive oxygen species (ROS) in the presence of a nitroxide radical scavenger have been evaluated both synthetically and in analytical practice. Fenton-mediated generation of oxygen-centred radicals produced several unusual products that reflect the fragmentation and ring-opening radical mechanisms of DMSO and THTO respectively. Addition of pollution-derived ROS to DMSO/THTO nitroxide solutions produced LC-MS detectable amounts of the same products isolated from the larger-scaled Fenton reactions. For air pollution analysis, these results highlight the complexity surrounding DMSO reactivity and fragmentation, and indicate that THTO produces simpler outcomes that should facilitate analysis of the processes involved.

Graphical abstract: Reactions of sulfoxides with reactive oxygen species to reveal the radical chemistry of pollution-derived particulate matter

Supplementary files

Article information

Article type
Communication
Submitted
19 Jul 2022
Accepted
16 Aug 2022
First published
17 Aug 2022

Chem. Commun., 2022,58, 10416-10419

Reactions of sulfoxides with reactive oxygen species to reveal the radical chemistry of pollution-derived particulate matter

C. P. Soltau, Z. E. Brown, A. J. Brock, A. P. Martyn, J. P. Blinco, B. Miljevic, J. C. McMurtrie and S. E. Bottle, Chem. Commun., 2022, 58, 10416 DOI: 10.1039/D2CC04024G

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