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Microwave-assisted photooxidation of sulfoxides.

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.

SUBMITTER: Matsukawa Y

PROVIDER: S-EPMC8531024 | biostudies-literature | 2021 Oct

REPOSITORIES: biostudies-literature

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Microwave-assisted photooxidation of sulfoxides.

Matsukawa Yuta Y Muranaka Atsuya A Murayama Tomotaka T Uchiyama Masanobu M Takaya Hikaru H Yamada Yoichi M A YMA

Scientific reports 20211021 1

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 T<sub>1</sub> state is extremely resistant to intersystem cros ...[more]

PMID: 34675322

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