Scientific Reports (Oct 2021)

Microwave-assisted photooxidation of sulfoxides

  • Yuta Matsukawa,
  • Atsuya Muranaka,
  • Tomotaka Murayama,
  • Masanobu Uchiyama,
  • Hikaru Takaya,
  • Yoichi M. A. Yamada

DOI
https://doi.org/10.1038/s41598-021-99322-9
Journal volume & issue
Vol. 11, no. 1
pp. 1 – 7

Abstract

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Abstract We demonstrated microwave-assisted photooxidation of sulfoxides to the corresponding sulfones using ethynylbenzene as a photosensitizer. Efficiency of the photooxidation was higher under microwave irradiation than under conventional thermal heating conditions. Under the conditions, ethynylbenzene promoted the oxidation more efficiently than conventional photosensitizers benzophenone, anthracene, and rose bengal. Ethynylbenzene, whose T1 state is extremely resistant to intersystem crossing to the ground state, was suitable to this reaction because spectroscopic and related reported studies suggested that this non-thermal effect was caused by elongating lifetime of the T1 state by microwave. This is the first study in which ethynylbenzene is used as a photosensitizer in a microwave-assisted photoreaction.