Equilibrium acidities of some sulfones and sulfoxides in tetrahydrofuran

被引:16
|
作者
Streitwieser, A
Wang, GP
Bors, DA
机构
[1] Department of Chemistry, University of California, Berkeley
基金
美国国家卫生研究院;
关键词
D O I
10.1016/S0040-4020(97)00351-7
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Ion pair acidities are reported in tetrahydrofuran (THF) solution for the lithium and cesium salts of several sulfones and one sulfoxide. These salts are shown to be monomeric in the THF solutions studied. Thermodynamic constants are reported for several salts. The results and some conductivity studies show that both the lithium and cesium salts are contact ion pairs in THF. Because of ion association the relative pKs are slightly lower for cesium salts and much lower for lithium salts than fbr the free ions in DMSO solution. (C) 1997 Elsevier Science Ltd.
引用
收藏
页码:10103 / 10112
页数:10
相关论文
共 50 条
  • [31] Equilibrium Acidities of Superacids
    Kuett, Agnes
    Rodima, Toomas
    Saame, Jaan
    Raamat, Elin
    Maeemets, Vahur
    Kaljurand, Ivari
    Koppel, Ilmar A.
    Garlyauskayte, Romute Yu
    Yagupolskii, Yurii L.
    Yagupolskii, Lev M.
    Bernhardt, Eduard
    Willner, Helge
    Leito, Ivo
    JOURNAL OF ORGANIC CHEMISTRY, 2011, 76 (02): : 391 - 395
  • [32] LIQUID - VAPOR EQUILIBRIUM IN THE SYSTEMS HEXANE - BENZENE - PETROLEUM SULFOXIDES AND HEXANE - BENZENE - PETROLEUM SULFONES
    VAKHITOVA, NG
    KOLOSNITSYN, VS
    BAIKOVA, AY
    NIKITIN, YE
    MURINOV, YI
    JOURNAL OF APPLIED CHEMISTRY OF THE USSR, 1981, 54 (09): : 1883 - 1885
  • [33] Cyclic sulfoxides and sulfones in drug design
    Regueiro-Ren, Alicia
    APPLICATIONS OF HETEROCYCLES IN THE DESIGN OF DRUGS AND AGRICULTURAL PRODUCTS, 2021, 134 : 1 - 30
  • [34] DIPOLE-MOMENTS OF SULFOXIDES AND SULFONES
    BOROVIKOV, YY
    EGOROV, YP
    PINCHUK, AM
    KHIMCHEN.TA
    ZHURNAL OBSHCHEI KHIMII, 1973, 43 (11): : 2476 - 2483
  • [35] REACTION OF STYRYL SULFOXIDES OR SULFONES WITH BORANES
    MIYAMOTO, N
    FUKUOKA, D
    UTIMOTO, K
    NOZAKI, H
    BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1974, 47 (02) : 503 - 504
  • [36] REACTION OF POLYFLUOROAROMATIC SULFONES AND SULFOXIDES WITH BROMOMAGNESIUMAMINES
    ORLOVA, NA
    GERASIMOVA, TN
    FOKIN, EP
    ZHURNAL ORGANICHESKOI KHIMII, 1980, 16 (05): : 1029 - 1034
  • [37] CONVENIENT PROCEDURE FOR THE REDUCTION OF SULFONES TO SULFOXIDES
    STILL, IWJ
    SZILAGYI, S
    SYNTHETIC COMMUNICATIONS, 1979, 9 (10) : 923 - 930
  • [38] ORGANOSILICON VINYL SULFOXIDES AND VINYL SULFONES
    SHOSTAKO.MF
    KOMAROV, NV
    VLASOVA, NN
    RINKUS, GA
    JOURNAL OF GENERAL CHEMISTRY USSR, 1966, 36 (05): : 917 - &
  • [39] POLAROGRAPHIC BEHAVIOR OF ARYL SULFONES AND SULFOXIDES
    BOWERS, RC
    RUSSELL, HD
    ANALYTICAL CHEMISTRY, 1960, 32 (03) : 405 - 407
  • [40] SELECTIVE OXIDATION OF SULFIDES TO SULFOXIDES TO SULFONES
    GUPTA, BGB
    OLAH, GA
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1982, 183 (MAR): : 100 - ORGN