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    Nucleophilic addition of thiaproline to electrochemically derived o-quinone, application to the sensitive voltammetric detection of thiaproline

    , Article Electroanalysis ; Volume 18, Issue 22 , 2006 , Pages 2225-2231 ; 10400397 (ISSN) Shahrokhian, S ; Amiri, M ; Sharif University of Technology
    The mechanism of electrochemical behavior of catechol in the presence of thiaproline is investigated by cyclic voltammetry, controlled-potential coulometry and spectrophotometric tracing of the reaction coordinate. The results indicate that thiaproline participate in with an ECEC mechanism in a nucleophilic (Michael) addition to o-quinone. Effect of pH of buffer solution on reaction pathway is studied and showed that addition of thiaproline to the o-quinone is performed only in solutions with pHs higher than 5. These results indicate that the addition of thiaproline is occurred first from amine functional group. In the second step, the addition of carboxylate group of thiaproline to C-5 of...