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- W1997943236 abstract "The electrochemical reduction in dimethyl sulfoxide of cytosine (4-amino-2-hydroxypyrimidine) and one of its model compounds (4-aminopyrimidine) has been examined. Initially, each pyrimidine (RH) undergoes a reversible, diffusion-controlled one-electron reduction of the 3,4 N=C double bond to the radical anion (RH−, which can dimerize or can react with the parent compound (father-son reaction) to form the neutral free radical (RH2) and the pyrimidine anion (R−); the radical can dimerize or be further reduced, perhaps after effectve protonation; the anion forms a redox couple with Hg(1)−Hg(0). Other coupled reactions, which may occur under suitable conditions, include reaction between anionic dimer (−RH−RH−) and RH, proton-assisted decomposition of dimer to form reducible RH3+, and deamination of the two-electron reduction product (RH3), which is a gem diamine, to generate 2-hydroxypyrimidine or pyrimidine itself. The effects on the electrochemical redox pattern of added water, strong acid (HClO4), weak acid (chloroacetic and benzoic acids), and strong base (Et4NOH) are described." @default.
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- W1997943236 date "1982-12-01" @default.
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- W1997943236 title "Electrochemical reduction of 4-aminopyrimidine and cytosine in dimethyl sulfoxide" @default.
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- W1997943236 doi "https://doi.org/10.1016/s0022-0728(82)80019-3" @default.
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