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Photochemically- and Thermally-Initiated Decomposition of Hexazadienes. An EPR and Cyclovoltammetric Study

K. Erentová, A. Staško, C. Scherer, B. Voit, and O. Nuyken

Department of Physical Chemistry, Faculty of Chemical Technology, Slovak Technical University, SK-812 31 Bratislava


Abstract: The investigated R1-C6H4-N2-NR2-NR2-N2-C6H4-R1 hexazadienes with R1 = Cl, COCH3, COOCH2CH3 and R2 = COCH3 and CH3 are characterized by cyclic voltammetry in acetonitrile solutions with an irreversible reduction wave in the potential range from -1.7 V to -2.0 V vs. saturated calomel electrode (SCE). After cathodic reduction they decompose under the formation of highly reactive radicals, which are terminated with solvent or support salt. Radicals R1C6H4., .CH2CN, and .CHXCH2CH2CH3 were found using spin trap technique. Upon irradiation under day-light and still more upon UV irradiation, hexazadienes decompose in CH3CN solution in a few seconds and form primarily R1C6H4., .CH2CN and finally   .CH3 adducts to nitrosodurene (ND). Under thermally-initiated decomposition R1C6H4. and .H  adducts to ND were observed at 350 K.

Full paper in Portable Document Format: 502a60.pdf


Chemical Papers 50 (2) 60–64 (1996)

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