Tetrabutylammonium Chlorite as an Efficient Oxidant for Controlled Oxidation of Sulfides to Sulfoxides

Itabashi, Yuki; Ogata, Shuto; Shimada, Yusuke et al.

Chemistry - A European Journal, 2025, e202404279

アクセス数:748件（2025-09-01 10:11 集計）

固定URL: https://hdl.handle.net/11094/100539

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タイトル
Tetrabutylammonium Chlorite as an Efficient Oxidant for Controlled Oxidation of Sulfides to Sulfoxides
著者
NRID
1000060971538 1000060971538
ORCID
0000-0002-5418-156X 0000-0002-5418-156X
researchmap permalink
yukiitabashi yukiitabashi
著者名
Itabashi, Yuki
著者名
Ogata, Shuto
著者名
Shimada, Yusuke
著者名
Kondo, Minato
NRID
1000030237763 1000030237763
著者名
Nishiwaki, Nagatoshi
NRID
1000020263204 1000020263204
researchmap permalink
read0185256 read0185256
Scopus Author ID
7501390753 7501390753
著者名
Inoue, Tsuyoshi
NRID
1000020632318 1000020632318
ORCID
0000-0002-1808-7373 0000-0002-1808-7373
researchmap permalink
pikurin3 pikurin3
Scopus Author ID
8856988200 8856988200
著者名
Asahara, Haruyasu
NRID
1000000379140 1000000379140
ORCID
0000-0001-8328-9249 0000-0001-8328-9249
researchmap permalink
Kei_Ohkubo Kei_Ohkubo
Scopus Author ID
7101788990 7101788990
著者名
Ohkubo, Kei
キーワード等
Chlorine dioxide
Oxygenation
Quaternary ammonium cation
Radical
Surface hydrophilization
内容
Itabashi Y., Ogata S., Shimada Y., et al. Tetrabutylammonium Chlorite as an Efficient Oxidant for Controlled Oxidation of Sulfides to Sulfoxides. Chemistry - A European Journal, (2025); https://doi.org/10.1002/chem.202404279.
抄録
Considering the demand for organosulfur materials and the challenges associated with currently used oxidation processes, in this study, we evaluated the counter-cation of sodium chlorite (Na+ClO2−) with tetrabutylammonium chloride (Bu4N+Cl−) to synthesise tetrabutylammonium chlorite (Bu4N+ClO2−). Bu4N+ClO2− exhibited good solubility in organic solvents like chloroform (5.2 mol L−1) and ethyl acetate (2.8 mol L−1). The oxygenation reaction of organosulfides with Bu4N+ClO2− was examined in an HCl-acidic ethyl acetate solution under ambient conditions, selectively forming the corresponding sulfoxides as mono-oxygenated products. The reaction was initiated by the formation of chlorine dioxide (ClO2⋅) as an oxidant and an active species generated from Bu4N+ClO2− with HCl. This oxygenation method also enables the surface oxidation of sulfide polymers like polyphenylene sulfide (PPS) resins to increase their surface hydrophilicity. Therefore, the use of Bu4N+ClO2− for applications in organic solvents is an efficient, and highly selective approach for selective oxidation.
出版者
John Wiley and Sons Inc
収録物名
Chemistry - A European Journal
ページ
e202404279
刊行年月
2025-02-18
言語
英語
ハンドルURL
https://hdl.handle.net/11094/100539
PISSN
09476539
eISSN
15213765
関連情報 (isIdenticalTo)
DOI (出版社版)
https://doi.org/10.1002/chem.202404279
アクセス権
open access
権利情報
This article is licensed under a Creative Commons Attribution 4.0 International License.
出版タイプ
Version of Record
カテゴリ
学術雑誌論文 Journal Article