66392-29-8Relevant academic research and scientific papers
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.
