ファイル | |
言語 |
英語
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著者 |
Sakai, Takuya
Kumoi, Takuma
Ishikawa, Tatsuro
Nitta, Takahiro
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内容記述(抄録等) | A series of flavinium salts, 5-ethylisoalloxazinium, 5-ethylalloxazinium, and 1,10-ethylene-bridged alloxazinium triflates, were prepared from commercially available riboflavin. This study presents a comparison between their optical and redox properties, and their catalytic activity in H2O2 oxidations of sulfide, tertiary amine, and cyclobutanone. Reflecting the difference between the π-conjugated ring structures, the flavinium salts displayed very different redox properties, with reduction potentials in the order of: 5-ethylisoalloxazinium > 5-ethylalloxazinium > 1,10-ethylene-bridged alloxazinium. A comparison of their catalytic activity revealed that 5-ethylisoalloxazinium triflate specifically oxidises sulfide and cyclobutanone, and 5-ethylalloxazinium triflate smoothly oxidises tertiary amine. 1,10-Bridged alloxazinium triflate, which can be readily obtained from riboflavin in large quantities, showed moderate catalytic activity for the H2O2 oxidation of sulfide and cyclobutanone.
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掲載誌名 |
Organic & Biomolecular Chemistry
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巻 | 16
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号 | 1621
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開始ページ | 3999
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終了ページ | 4007
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ISSN | 1477-0520
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ISSN(Online) | 1477-0539
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発行日 | 2018-5-30
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DOI | |
PubMed ID | |
出版者 | Royal Society of Chemistry
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資料タイプ |
学術雑誌論文
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ファイル形式 |
PDF
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著者版/出版社版 |
著者版
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業績ID | e33534
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部局 |
総合理工学部
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