13761-37-0Relevant articles and documents
Synthesis and Electrochemical Properties of 2-(4-R1-Phenyl)-6-(4-R2-phenyl)-4-phenyl-3,4-dihydro1,2,4,5-tetrazin-1(2H)-yls
Akhmatova, A. A.,Balandina, A. V.,Chernyaeva, O. Yu.,Kostryukov, S. G.,Kozlov, A. Sh.,Kraynov, E. V.,Lukshina, Yu. I.,Pryanichnikova, M. K.
, p. 341 - 351 (2020/04/27)
Abstract: A new methodology for creating electroactive components for organic batteries,based on the construction of a molecular platform including stable3,4-dihydro-1,2,4,5-tetrazin-1(2H)-ylradicals was described. A series of2-(4-R1-phenyl)-6-(4-R2-phenyl)-4-phenyl-3,4-dihydro-1,2,4,5-tetrazin-1(2H)-yls with substituents of various nature wasobtained. It was shown that the substituents R1 inthe aromatic ring at position 2 of the tetrazinyl fragment influence the valueof the oxidation potential in the radical, but do not influence the value of thereduction potentials, while the substituent R2 of thearomatic ring at position 6 influence the values of the reduction potentials andpractically do not influence oxidation potential values. Based on the obtainedelectrochemical data, a correlation structure–potential value was revealed forthe cathodic and anodic process, with the help of which triarylsubstituted3,4-dihydro-1,2,4,5-tetrazin-1(2H)-ylradicals with high values of the electrochemical gap were obtained.
STRENGTH OF N-H BOND IN 2,4-DIPHENYL-6-(4-X-PHENYL)-1,2,3,4-TETRAHYDRO-sym-TETRAZINES (LEUCOVERDAZYLS)
Polumbrik, O.M.,Ryabokon', I.G.,Skorobagat'ko, E.P.,Nesterenko, A.M.,Markovskii, L.N.
, p. 922 - 927 (2007/10/02)
The equilibrium contstants in the reactions of triphenylleucoverdazyls substituted at the para position of the C6-phenyl ring with 2,2,6,6-tetramethyl-4-oxopiperidin-1-oxyl in heptane were determined by spectrophotometry and ESR.At 20 deg C the equilibrium is displaced toward the formation of the more stable verdazyl radicals.The strengths of the N-H bonds in the leucoverdazyls were determined.The enthalpy of solvation of triphenylverdazyl in acetonitrile was obtained (-15.6 kJ/mole).The kinetics of exchange of hydrogen between the triphenylverdazyls and 2,2,6,6-tetramethyl-4-oxopiperidine-1-hydroxylamine in acetonitrile were studied.The mechanism of the reaction, which inlcudes the formation of a hydrogen bond between the reagents in an activated complex, is discussed.It was concluded that the reactivity of the triphenylverdazyls in the abstraction of hydrogen from organic compounds is determined to a significant degree by the strength of the N-H bond which forms in the leucoverdazyls.
