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

2-Phenylsulfanylhydroquinone dimer mono-quinone derivative as a new fluorescence dye responding to reductive conditions.

Akio Kamimura; Kohki Abe; Takuji Kawamoto