Electrochemical behavior of mesoionic sydnone derivatives at wax-impregnated carbon paste electrode |
| |
Authors: | R J Mascarenhas Y Shivaraj B S Sherigara K M Mahadevan B Kalluraya |
| |
Institution: | (1) St. Joseph’s College, Lalbagh Road, Bangalore, 560027, Karnataka, India;(2) Kuvempu University, Jnana Sahyadri, Shankaraghatta, 577451, Karnataka, India;(3) Mangdlore University, Mangala Gangothri, Mangalore, Karnataka, India |
| |
Abstract: | The-N=N-moiety in the mesoionic 3-phenyl sydnone and its derivatives like tolyl sydnones and anisyl sydnones undergo two-electron
irreversible electrochemical reduction in Britton-Robinson (BR) buffer at wax-impregnated carbon paste electrodes. Infrared,
nuclear magnetic resonance, and mass-spectral data, used to characterize the reduced product, confirm the proposed mechanism.
The pasting liquid at the surface of the electrode is found to decrease the electron-transfer rate and cause a higher overpotential
compared to homogeneous electrodes. The influence of variation of pH on the peak current and peak potentials is studied in
the acidic range. The cathodic peak shifts to more negative potentials with increase in pH, indicating the involvement of
proton in the reduction process. This could be a new method of preparation of 2,4-dihydro-3-substituted 1,2,3-oxadiazole-5-one.
The substituent effect and the effect of variation of scan rate, concentration, and temperature on peak currents and peak
potentials is discussed. The cathodic shift in various organic co-solvents (methanol, acetonitrile, DMF, DMSO) using BRB as
the supporting electrolyte is examined.
Published in Russian in Elektrokhimiya, 2006, Vol. 42; No. 7, pp. 862–868.
The text was submitted by the authors in English. |
| |
Keywords: | voltammetry substituted sydnones wax-impregnated carbon paste electrode electrochemical reduction |
本文献已被 SpringerLink 等数据库收录! |
|