Y. Miura, Y. Muranaka
Nov 12, 2006
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0
Influential Citations
3
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Journal
Electrochimica Acta
Abstract
Abstract The electrochemical study of N-tert -butoxy-2,4-diphenyl-6- tert -butylphenylaminyl ( 1a ), N-tert -butoxy-2,4-bis(4-chlorophenyl)-6- tert -butylphenylaminyl ( 1b ), N -[2-(methoxycarbonyl)-2-propyl]-2,4-diphenyl-6- tert -butylphenylaminyl ( 2 ), and N-tert -butoxy-2,4,6-tris(4-chlorophenyl)phenylaminyl radicals ( 3 ) was performed by cyclic voltammetry using acetonitrile as the solvent and Bu 4 NPF 6 as the supporting electrolyte. On cathodic scan (100 mV/s), all the radicals gave chemically reversible cyclic voltammograms, and the E 1 / 2 red s were determined to be −1.405 V ( 1a ), −1.310 V ( 2a ), −1.282 V ( 2b ), and −1.195 V ( 3 ) (versus Fc + /Fc), respectively. On anodic scan (100 mV/s), on the other hand, 1a , 1b and 2 showed chemically reversible cyclic voltammograms, but 3 exhibited a partially reversible couple even on a scan rate of 500 mV/s, indicating that the cation species of 3 was less stable. The E 1 / 2 ox s determined for 1a , 1b , 2 and 3 were 0.220, 0.280, 0.318 and 0.294 V (versus Fc + /Fc), respectively. The electrochemical data were compared with those of thioaminyl radicals, the corresponding sulfur analogues of 1 – 3 .