STABILITIES OF SOME STITUTED-PHENYL)4,4,5,5-TETRAMETHYL-1,3-DIOXOLANES RELATIVE TO THEIR CONJUGATE DIOXOLENIUM IONS, RADICALS AND CARBANIONS AS DETERMINED BY THERMODYNAMICS FOR HYDRIDE AND ELECTRON-TRANSFER INSOLUTION
Em. Arnett et al., STABILITIES OF SOME STITUTED-PHENYL)4,4,5,5-TETRAMETHYL-1,3-DIOXOLANES RELATIVE TO THEIR CONJUGATE DIOXOLENIUM IONS, RADICALS AND CARBANIONS AS DETERMINED BY THERMODYNAMICS FOR HYDRIDE AND ELECTRON-TRANSFER INSOLUTION, Journal of physical organic chemistry, 7(12), 1994, pp. 663-671
A calorimetric method is described for the determination of the hydrid
e affinities, Delta H-H-(R(+)) of seven dioxolenium ions from the titl
e compounds and also tropylium, trityl and 9-phenyl xanthylium cations
by hydride transfer to the carbocations from BH3CN-. Cyclic voltammet
ric methods yield free energies for reduction of the cations to the co
njugate radicals and to the carbanions. The Delta H-H-(R(+)) values co
rrelate well with the first reduction potentials of the cations.