Science and Technology Production
Article
Authorship
María Virginia Mirífico
;
José Alberto Caram
;
Ana María Gennaro
;
COBOS, CARLOS JORGE
;
Enrique juio Vasini
Date
2008
Publishing House and Editing Place
JOHN WILEY & SONS LTD
Magazine
JOURNAL OF PHYSICAL ORGANIC CHEMISTRY,
vol. 22
(pp. 964-970)
JOHN WILEY & SONS LTD
Summary
Information provided by the agent in
SIGEVA
Radical anions of 3,4-aryl disubstituted 1,2,5-thiadiazole 1,1-dioxide were obtained by chemical and electrochemical reduction of their substrates, and characterized by ESR spectroscopy and cyclic voltammetry. The radical anion of the phenanthro[9,10-c]-1,2,5-thiadiazole 1,1-dioxide was found to be very stable in an aprotic solvent solution and did not react readily when water was added to the aprotic solvent, or the solution was saturated with oxygen gas. The radical formation chemical reactio...
Radical anions of 3,4-aryl disubstituted 1,2,5-thiadiazole 1,1-dioxide were obtained by chemical and electrochemical reduction of their substrates, and characterized by ESR spectroscopy and cyclic voltammetry. The radical anion of the phenanthro[9,10-c]-1,2,5-thiadiazole 1,1-dioxide was found to be very stable in an aprotic solvent solution and did not react readily when water was added to the aprotic solvent, or the solution was saturated with oxygen gas. The radical formation chemical reaction competed with nucleophilic addition to the CN bond of the thiadiazoles. A possible reaction mechanism, and a common reaction intermediate, supported by density functional theory calculations, is presented for the most stable radical
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Key Words
Organic electrochemistryEPR spectroscopyThiadiazolRadical anionDFT calculation