File | |
language |
eng
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Author |
Sakai, Takuya
Kumoi, Takuma
Ishikawa, Tatsuro
Nitta, Takahiro
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Description | 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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Journal Title |
Organic & Biomolecular Chemistry
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Volume | 16
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Issue | 1621
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Start Page | 3999
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End Page | 4007
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ISSN | 1477-0520
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ISSN(Online) | 1477-0539
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Published Date | 2018-5-30
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DOI | |
PubMed ID | |
Publisher | Royal Society of Chemistry
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NII Type |
Journal Article
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Format |
PDF
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Text Version |
著者版
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Gyoseki ID | e33534
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OAI-PMH Set |
Faculty of Science and Engineering
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