2001
DOI: 10.1002/1522-2675(20010321)84:3<632::aid-hlca632>3.3.co;2-s
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Cited by 25 publications
(105 citation statements)
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“…The postulated mechanism presented in Figure 5 is supported by previous reports stating that the acidic proton of ascorbic acid II was required for the diazotisation and the resulting conjugate base IV was then able to initiate the radical cascade by reducing the aryldiazonium ion III, generating an aryl radical VI and a stable ascorbate radical. 39 The unstable phenyl radical VI then selectively attacks the 2-position of the quinoline N-oxide VII to form the relatively stable 40 radical VIII which can be oxidised by another molecule of aryldiazonium III and hence propagate the reaction. The resultant nitrone IX is converted to the desired 2-aryl-quinoline N-oxide X by loss of a proton which catalyses a subsequent diazotisation.…”
Section: Resultsmentioning
confidence: 99%
“…The postulated mechanism presented in Figure 5 is supported by previous reports stating that the acidic proton of ascorbic acid II was required for the diazotisation and the resulting conjugate base IV was then able to initiate the radical cascade by reducing the aryldiazonium ion III, generating an aryl radical VI and a stable ascorbate radical. 39 The unstable phenyl radical VI then selectively attacks the 2-position of the quinoline N-oxide VII to form the relatively stable 40 radical VIII which can be oxidised by another molecule of aryldiazonium III and hence propagate the reaction. The resultant nitrone IX is converted to the desired 2-aryl-quinoline N-oxide X by loss of a proton which catalyses a subsequent diazotisation.…”
Section: Resultsmentioning
confidence: 99%
“…1, with reducing agents such as ascorbic acid [16] and its hydrophobic derivatives [17] and phenolic and polyphenolic antioxidants [12,13,18]. The conceptual basis and derivation of kinetic equations are given in detail elsewhere [12,13], and the relevant equations for α-TOC are summarized in Supporting information.…”
Section: Introductionmentioning
confidence: 99%
“…A variety of electron donors reduce arenediazonium ions [13,15]. Electrochemical reductions of arenediazonium ions have been studied in aqueous, nonaqueous, and micellar solutions [16][17][18][19][20]. Polarographic techniques were used to estimate partitioning of electroactive compounds [21][22][23], but the models used to fit the results did not explicitly include a separate interfacial region.…”
Section: Introductionmentioning
confidence: 99%