203579-41-3Relevant articles and documents
Efficient electrochemical synthesis of robust, densely functionalized water soluble quinones
Gerken, James B.,Stamoulis, Alexios,Suh, Sung-Eun,Fischer, Nicholas D.,Kim, Yeon Jung,Guzei, Ilia A.,Stahl, Shannon S.
, p. 1199 - 1202 (2020)
Conjugate addition of thiols to benzoquinones has been coupled to in situ electrochemical oxidation of the resulting hydroquinone to enable full substitution of quinone C-H bonds. The sulfonated thioether-substituted quinones exhibit high solublity and st
Synthesis and properties of fluorous benzoquinones and their application in deprotection of silyl ethers
Matsubara, Hiroshi,Maegawa, Takahiko,Kita, Yasuaki,Yokoji, Takato,Nomoto, Akihiro
supporting information, p. 5442 - 5447 (2014/07/21)
1,4-Benzoquinone derivatives bearing trifluoromethyl, perfluorobutyl and perfluorohexyl groups were prepared and employed in the deprotection of silyl ethers. The fluorous character of these compounds was examined by measuring the partition coefficient between the fluorous and organic solvents. The benzoquinone derivatives showed significant fluorous character, indicating that they can be recovered from the reaction mixtures using a fluorous/organic biphasic system. The oxidising ability of the fluorous benzoquinones was estimated by cyclic voltammetry, and these compounds were found to be strong oxidisers. The fluorous benzoquinones were utilised in the oxidative desilylation of silyl ethers to afford the deprotected alcohols in high yield. In addition, the reduced fluorous benzoquinones were recovered from the reaction mixtures in good yields using a fluorous/organic biphasic system. This journal is the Partner Organisations 2014.