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  • A highly electron-deficient analogue of aniline, soluble oligomers, and their redox properties.

A highly electron-deficient analogue of aniline, soluble oligomers, and their redox properties.

The Journal of organic chemistry (2013-08-27)
Brandon Djukic, Alan J Lough, Dwight S Seferos
ABSTRACT

The synthesis and electrochemical oxidative coupling of a highly electron-deficient analogue of aniline results in the formation of soluble electron-deficient oligomers. Oligomers undergo related oxidation and reduction processes that are separated by a wide potential range. The mechanism behind this behavior is examined by cyclic voltammetry, optical absorption spectroscopy, (1)H NMR spectroscopy, and density functional theory calculations. Mesomeric isomerization of the oxidized oligomers leads to a very stable oxidized state that requires a large (2.8 V) overpotential to return to the neutral form.

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Supelco
Aniline, analytical standard
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Aniline, ReagentPlus®, 99%
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Aniline-4-13C, 99 atom % 13C
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Aniline-15N, 98 atom % 15N
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Aniline, ACS reagent, ≥99.5%
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Aniline, JIS special grade, ≥99.0%
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Aniline, SAJ first grade, ≥99.0%
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Aniline hydrochloride, ≥99%
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Aniline-1-13C, 99 atom % 13C
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Aniline solution, certified reference material, 5000 μg/mL in methanol
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