Cryo-electrochemistry in tetrahydrofuran: The regioselective electrochemical reduction of a phenyl sulfone: Fast-scan cyclic voltammetry investigations

Journal article

Cryo-electrochemistry in tetrahydrofuran (THF) with microdisc chronoamperometry and bulk electrolysis has been applied to the reductive, alkyl-sulfur bond cleavage of the phenyl sulfone: [(3-{[trans-4-(methoxymethoxy)cyclohexyl]oxy}propyl)-sulfonyl]benzene (RSO2Ph). Preparative electrolyses show that the aliphatic carbon atom is cleaved both at room and low temperature. In the latter case, a higher yield of the reduced product: trans-1-(methoxymethoxy)-4-propoxycyclohexane (RH), was obtained ...

Expand abstract

Authors: Fietkau, N; Paddon, C; Bhatti, F; Donohoe, T; Compton, R

• Publication status: Published
• Journal: JOURNAL OF ELECTROANALYTICAL CHEMISTRY
• Volume: 593
• Issue: 1-2
• Pages: 131-141
• Publication date: 2006-08-01
• DOI: 10.1016/j.jelechem.2006.03.004
• ISSN: 0022-0728
• Language: English
• Keywords: fast-scan cyclic voltammetry; phenyl sulfone : [(3{[trans-4-(methoxymethoxy)cyclohexyl]oxy}propyl)-sulfonyl]benzene{RSO2Ph); tetrahydrofuran; microdisc chronoamperometry; cryo-electrochemistry