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- Title
2-Phenylsulfanylhydroquinone dimer mono-quinone derivative as a new fluorescence dye responding to reductive conditions.
- Authors
Akio Kamimura; Kohki Abe; Takuji Kawamoto
- Abstract
2-Phenylsulfanylhydroquinone dimer mono-quinone derivative was readily prepared via the selective deprotection and subsequent oxidation of 2-phenylsulfanylhydroquinone dimer tetramethyl ether. Controlled amounts of BBr3 achieved the selective deprotection of the OMe group; and this one-step procedure provided a convenient preparation of mono-methylated derivative, which was fluorescence active. Oxidation using NaIO4 quantitatively converted the latter to corresponding mono-quinone derivative, which did not exhibit fluorescence. Thus, this blue fluorescence activity was readily switched by oxidation or reduction between mono-methyl derivative and mono-quinone derivative.
- Subjects
FLUORESCENCE; QUINONE; HYDROQUINONE; DYES & dyeing; OXIDATION; QUINONE derivatives
- Publication
ARKIVOC: Online Journal of Organic Chemistry, 2024, Vol 2024, p1
- ISSN
1551-7004
- Publication type
Academic Journal
- DOI
10.24820/ark.5550190.p012.086