112543-88-1Relevant articles and documents
Kinetics and mechanism of unimolecular heterolysis of carcass compounds: XVI. Correlation analysis of solvation effects in heterolysis of 1-iodoadamantane
Dvorko,Pervishko,Leunov,Ponomareva
, p. 1611 - 1615 (2007/10/03)
With the use of verdazyl method was studied the kinetics of 1-AdI heterolysis in PhCH2OH, 1-hexanol, acetone, and cyclohexanone: v = k[1-AdI], mechanism SN1. Correlation analysis of solvation effects in 19 solvents applying Koppel-Palm and Kamlet-Taft equations revealed that the reaction rate usually is sufficiently well described by taking into account the electrophilicity, cohesion, and nucleophilicity parameters of the solvents. A negative effect of nucleophilic solvation was observed.
KINETICS AND MECHANISM OF THE MONOMOLECULAR HETEROLYSIS OF FRAMEWORK COMPOUNDS X. SALT EFFECTS IN THE HETEROLYSIS OF 1-ADAMANTYL p-TOLUENESULFONATE IN γ-BUTYROLACTONE, PROPYLENE CARBONATE, AND ACETONITRILE. COMPARATIVE ANALYSIS OF THE SALT AND SOLVATION EFFECTS IN THE HETEROLYSIS OF
Dvorko, G. F.,Ponomareva, E. A.,Yavorskaya, I. F.,Yurchenko, A. G.
, p. 512 - 521 (2007/10/02)
cd title: ADAMANTANE BRIGDEHEAD DERIVATIVES.The kinetics of the heterolysis of 1-adamantyl p-toluenesulfonate were investigated in δ-butyrolactone, propylene carbonate, and acetonitrile in the presence of triphenylverdazyls as internal indicators, v = k.It was concluded that the verdazyls and chlorides always react with the solvent-separated ion pair of the substrate, while the bromides react with the sterically separated ion pair in one case and with the solvent-separated ion pair in the other.A comparative analysis was made of the salt and solvation effects in the heterolysis of 1-adamantyl p-toluenesulfonate, 1-adamantyl chloroformate, and 1-adamantyl iodide.The reaction mechanism is discussed.
KINETICS AND MECHANISM OF THE MONOMOLECULAR HETEROLYSIS OF FRAMEWORK COMPOUNDS IX. CORRELATION ANALYSIS OF THE SOLVATION EFFECTS DURING THE HETEROLYSIS OF 1-ADAMANTYL PICRATE
Ponomareva, E. A.,Yavorskaya, I. F.,Dvorko, G. F.,Kulik, N. I.,Brus, A. V.
, p. 504 - 511 (2007/10/02)
The heterolysis rate of 1-adamantyl picrate at 25 deg C was determined in seven proton-donating and 21 aprotic solvents with triphenylverdazyls as internal indicators, v = k.A correlation analysis of the effect of the solvent parameters on the reaction rate in 35 solvents was made.The heterolysis rate depends on the polarity, electrophilicity, and cohesion of the solvent.A comparative analysis was made of the effect of the solvent nature on the heterolysis rate of the 1-adamantyl picrate, tert-butyl chloride, tert-butyl bromide, 7α-bromocholesterol benzoate, 1-adamantyl iodide, 1-adamantyl p-toluenesulfonate, diphenylmethyl bromide.Nucleophilic solvation of the solvent reduces the heterolysis rate of the first five substrates.