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首页> 外文会议>Proceedings vol.2004-10; International Manuel M. Baizer Symposium in Honor of Dennis H. Evans and Masao Tokuda and Meeting of the Electrochemical Society; 20040509-14; San Antonio,TX(US) >THE INFLUENCE OF HYDROGEN BOND STRENGTH ON THE REDOX PROPERTIES OF DIFFERENT α-NH-QUINONES
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THE INFLUENCE OF HYDROGEN BOND STRENGTH ON THE REDOX PROPERTIES OF DIFFERENT α-NH-QUINONES

机译：氢键强度对不同α-NH-Quonones氧化还原特性的影响

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摘要

The present paper shows how the manipulation of both the quinone basicity and the strength of the proton donor, makes possible the control of redox potentials of the quinone system. Quinone basicity was changed by modifying delocalization degree of the free pair of nitrogen electrons from α-NH-group to the quinone system. For example (5H-benzo[b]carbazole-6,11-dione (BCD), 2-(phenylamine)-1,4-naphthalenedione (PAN) and 2,5-Di(α-methylbenzylamine)-1,4-benzoquinone (DMeBABQ)) were studied in this manner. For PAN system, 2-[(4'-(trifluoromethyl) phenyl)amine]-1,4-naphthalenedione (p-CF_3PAN) and 2-[(4'-methoxyphenyl)amine]-1,4-naphthalenedione (p-MeOPAN) molecules were additionally studied, since according to prior experience, the transmission of the electronic effect of substituents through -NH- group allows more gradual changes in the electronic properties of the quinine system. In order to change the strength of the proton donor, ethanol (EtOH) and phenol (PhOH) were used.
机译：本文显示了对醌碱度和质子供体强度的操纵如何使控制醌系统的氧化还原电势成为可能。通过改变氮原子的自由对从α-NH-基团到醌体系的离域度，改变了醌碱度。例如（5H-苯并[b]咔唑-6,11-二酮（BCD），2-（苯胺）-1,4-萘二酮（PAN）和2,5-二（α-甲基苄基胺）-1,4-以这种方式研究了苯醌（DMeBABQ）。对于PAN系统，2-[（（4'-（三氟甲基）苯基）胺] -1,4-萘二酮（p-CF_3PAN）和2-[（（4'-甲氧基苯基）胺] -1,4-萘二酮（p-CF_3PAN）由于根据先前的经验，取代基的电子效应通过-NH-基团的传递允许奎宁体系的电子性质发生更多的逐渐变化，因此对MeOPAN分子进行了进一步研究。为了改变质子供体的强度，使用了乙醇（EtOH）和苯酚（PhOH）。

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