STABILITIES OF SOME 2-(PARA-SUBSTITUTED-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 IN SOLUTION

被引:6
作者
ARNETT, EM
FLOWERS, RA
MEEKHOF, AE
POURJAVADI, A
WALEK, SA
机构
[1] Department of Chemistry, Duke University, Durham, North Carolina, 27708-0346
关键词
D O I
10.1002/poc.610071204
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A calorimetric method is described for the determination of the hydride affinities, Delta H-H-(R(+)) of seven dioxolenium ions from the title compounds and also tropylium, trityl and 9-phenyl xanthylium cations by hydride transfer to the carbocations from BH3CN-. Cyclic voltammetric methods yield free energies for reduction of the cations to the conjugate radicals and to the carbanions. The Delta H-H-(R(+)) values correlate well with the first reduction potentials of the cations.
引用
收藏
页码:663 / 671
页数:9
相关论文
共 99 条