ortho-Substituted (Aryl)(3-nitrobenzo[b]thiophen-2-yl)amines: Study of the Electrochemical Behavior

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• 作者：Barbara Cosimelli ; Camilla Zaira Lanza ; Erika Scavetta ; Elda Severi ; Domenico Spinelli ; Marco Stenta ; Domenica Tonelli
• 刊名：Journal of Physical Chemistry A
• 出版年：2009
• 出版时间：September 24, 2009
• 年：2009
• 卷：113
• 期：38
• 页码：10260-10263
• 全文大小：126K
• 年卷期：v.113,no.38(September 24, 2009)
• ISSN：1520-5215

文摘

The reduction potentials of the title compounds 4 have been measured by cyclic voltammetry. The effect of the substituents has been evaluated by using a linear free energy relationship treatment, thus evidencing that the present ortho-substituents affect the E_pc values basically by electronic effects. A comparison with data previously collected on ortho-substituted (aryl)(2-nitrobenzo[b]thiophen-3-yl)amines 3 has provided some interesting information. Different electrochemical behaviors are observed during the reduction (a reversible process and an irreversible process are operating in 3 and 4, respectively): to elucidate the reasons for this different behavior, the “reversible” reduction potentials of 5 and of 6 have been measured. Moreover, higher susceptibility constants have been calculated for compounds of series 4 with respect to those of series 3 (ρ₄ = 329 and ρ₃ = 182, respectively). A rationale for all of these findings has been offered.