57020-66-3Relevant academic research and scientific papers
Triarylverdazyl radicals as promising redox-active components of rechargeable organic batteries
Burtasov, A. A.,Chernyaeva, O. Yu.,Kostryukov, S. G.,Kozlov, A. Sh.,Pryanichnikova, M. K.,Tanaseichuk, B. S.
, p. 1321 - 1328 (2020/09/07)
A novel design of electroactive components of rechargeable organic batteries based on stable verdazyl radicals bearing various substituents is proposed. 3-Positioned aromatic substituents at the verdazyl moiety affect the reduction potentials and almost do not affect the oxidation potential, while 1-positioned aromatic substituents affect contrariwise the oxidation potential of this radical without any influence on the reduction potential. The acquired electrochemical data allowed us to reveal the structure—potential relationship for the cathodic and anodic processes, which provided the design of triarylverdazyl radicals possessing record-breaking parameters of the “electrochemical gap”.
DISSOCIATION ENERGY OF THE N-H BOND IN 2,6-DIARYL-4-PHENYL-1,2,3,4-TETRAHYDRO-SYM-TETRAZINES AND THE COMPARATIVE REACTIVITY OF SYM-TETRAZINYLS IN DEHYDROGENATION OF HYDRAZOBENZENE
Misyura, A. V.,Polumbrik, O. M.,Markovskii, L. N.
, p. 381 - 387 (2007/10/02)
The equilibrium constants in the reactions of 2,6-diaryl-4-phenyl-1,2,3,4-tetrahydro-sym-tetrazines with 2,2,6,6-tetramethyl-4-oxopiperidin-1-oxyl in heptane were determined by spectrophotometric and ESR methods.The dissociation energies of the N-H bond is the sym-tetrazines were determined.Results are given which indicate that the substituents in the phenyl ring at the C6 and N2 atoms have effects substantially different and opposite in sign on the thermochemical value of the dissociation energy of the N-H bond in sym-tetrazines.The sym-tetrazines with donatingsubstituents at the C6 atom and accepting substituents at the nitrogen atom are characterized by the largest dissociation energy for the N-H bond.The kinetics of the dehydrogenation of hydrazobenzene by sym-tetrazinyls in acetonitrile were investigated.It was found that there is an inverse relationship between the activation energies of the reaction and the dissociation energy of N-H bond in sym-tetrazines.The reaction mechanism is discused.
KINETICS AND MECHANISM OF MONOMOLECULAR HETEROLYSIS OF FRAMEWORK COMPOUNDS. I. IONIZATION OF 1-ADAMANTYL p-TOLUENESULFONATE IN ACETONITRILE
Ponomareva, E. A.,Tarasenko, P. V.,Yurchenko, A. G.,Dvorko, G. F.
, p. 481 - 493 (2007/10/02)
The heterolysis of 1-adamantyl p-toluenesulfonate in acetonitrile was investigated preparatively and kinetically (in the presence of triphenylverdazyl as internal indicator) ( v = k, k25 = 1.97E-6 sec-1, ΔH = 88.8 kJ/mole, ΔS25 = -57.3 J/mole*deg).Additions of tetraethylammonium bromide, tetraethylammonium perchlorate, tetraethylammonium p-toluenesulfonate, and N-butylquinolinium p-toluenesulfonate ( 0.05 - 0.005 M ) do not affect the reaction rate, and the normal salt effect and the effect of the law of mass action do not appear.The reaction rate is increased a little by the addition of water and phenol, and is increased greatly by the addition of sodium perchlorate, lithium perchlorate, and lithium bromide.The salt effect increases with decrease in the size of the cation ( electrophilic catalysis ).The addition of the cation was confirmed by additions of dibenzo-18-crown-6.It is suggested that the controlling stage of the reaction involves conversion of an intimate ion pair of the substrate into a solvent-separated ion pair.
REACTIVITY OF PERFLUOROPHENYL-CONTAINING VERDAZYLS. I. DEHYDROGENATION OF HYDRAZOBENZENE
Polumbrik, O.M.,Ryabokon', I.G.,Markovskii, L.N.
, p. 917 - 921 (2007/10/02)
The kinetics of the dehydrogenation of hydrazobenzene by perfluorophenyl-containing verdazyls in dioxane, benzene, and acetonitrile was investigated by electronic and ESR spectroscopy.The reaction rate is described by a second-order kinetic equation and d
