REACTIVITY OF MICELLE-FORMING 1-ALKYL-3-(1-OXIMINOETHYL)PYRIDINIUM BROMIDES IN ACYL GROUP TRANSFER REACTIONS

被引:5
|
作者
Turovskaya, M. K. [1 ]
Kapitanov, I. V. [1 ]
Belousova, I. A. [1 ]
Tuchinskaya, K. K. [1 ]
Shumeiko, A. E. [1 ]
Kostrikin, M. L. [1 ]
Razumova, N. G. [1 ]
Prokop'eva, T. M. [1 ]
Popov, A. F. [1 ]
机构
[1] Natl Acad Sci Ukraine, LM Litvinenko Inst Phys Organ & Coal Chem, UA-83114 Donetsk, Ukraine
关键词
functional surfactants; supernucleophilicity; basicity; hydrophobicity; acyl group transfer reactions; FUNCTIONAL DETERGENTS; HEAD GROUP; SURFACTANTS; CLEAVAGE; NUCLEOPHILES; HYDROLYSIS; PHOSPHATE; SYSTEMS; ESTERS; RING;
D O I
10.1007/s11237-011-9179-9
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The reactivity of a series of micelle-forming 1-alkyl-3-(1-oximinoethyl)pyridinium bromides in the cleavage of typical acyl substrates was studied and analyzed. The nucleophilicity of the functional surfactants does not change significantly upon variation of the length of the alkyl chain. The differences in the observed rates of cleavage of the model substrates are attributed to differences in the hydrophobic properties of the surfactants.
引用
收藏
页码:21 / 29
页数:9
相关论文
共 50 条
  • [1] Reactivity of micelle-forming 1-alkyl-3(1-oximinoethyl)pyridinium bromides in acyl group transfer reactions
    M. K. Turovskaya
    I. V. Kapitanov
    I. A. Belousova
    K. K. Tuchinskaya
    A. E. Shumeiko
    M. L. Kostrikin
    N. G. Razumova
    T. M. Prokop’eva
    A. F. Popov
    Theoretical and Experimental Chemistry, 2011, 47 : 21 - 29
  • [2] Complexes of 1-alkyl-4-aza-1-azoniabicyclo[2.2.2]octane bromides with lanthanum nitrate. Micelle-forming and adsorption properties
    E. P. Zhil’tsova
    M. R. Ibatullina
    S. S. Lukashenko
    M. P. Kutyreva
    M. M. Anuar
    V. I. Kovalenko
    L. Ya. Zakharova
    Russian Journal of General Chemistry, 2017, 87 : 2620 - 2626
  • [3] Complexes of 1-alkyl-4-aza-1-azoniabicyclo[2.2.2]octane bromides with lanthanum nitrate. Micelle-forming and adsorption properties
    Zhil'tsova, E. P.
    Ibatullina, M. R.
    Lukashenko, S. S.
    Kutyreva, M. P.
    Anuar, M. M.
    Kovalenko, V. I.
    Zakharova, L. Ya.
    RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2017, 87 (11) : 2620 - 2626
  • [4] SYNTHESIS AND REACTIONS OF 1-ALKYL-3-(ORTHO CARBALKOXYPHENYL)-TRIAZENES
    LEBLANC, RJ
    VAUGHAN, K
    CANADIAN JOURNAL OF CHEMISTRY, 1972, 50 (16): : 2544 - &
  • [5] 1-ALKYL-3-BROMOACETYL-PYRIDINIUM BROMIDES AS INHIBITORS OF SWINE HEART LACTATE DEHYDROGENASE
    LEVEN, M
    PFLEIDER.G
    BERGHAUS.J
    WOENCKHA.C
    HOPPE-SEYLERS ZEITSCHRIFT FUR PHYSIOLOGISCHE CHEMIE, 1969, 350 (12): : 1647 - &
  • [6] 1,5-ELECTROCYCLIZATION OF 1-ALKYL-3-[(2Z)-2,4-DIARYL-4-OXOBUT-2-EN-1-YL]-1H-BENZIMIDAZOL-3-IUM BROMIDES
    Potikha, L. M.
    Turelyk, A. R.
    Kovtunenko, V. A.
    CHEMISTRY OF HETEROCYCLIC COMPOUNDS, 2011, 47 (04) : 452 - 455
  • [7] INFRARED-ABSORPTION SPECTRA OF QUATERNARY PYRIDINIUM SALTS .2. 1-ALKYL-3-CARBAMOYLPYRIDINIUM BROMIDES
    KIRICHENKO, IN
    VILSHANS.VA
    YURZHENK.AI
    RUSSIAN JOURNAL OF PHYSICAL CHEMISTRY, 1972, 46 (06): : 799 - +
  • [8] REACTIONS OF DICYCLOPROPYLKETONE WITH ALKYL-MAGNESIUM BROMIDES AND A SYNTHESIS OF 1,1-DICYCLOPROPYLBUTADIENE-1,3
    DYAKONOV, IA
    DOMAREVA, TV
    BEGIDOV, SK
    ZHURNAL OBSHCHEI KHIMII, 1961, 31 (10): : 3479 - &
  • [9] HOMOLYTIC ALLYL TRANSFER-REACTIONS OF 1-ALKYL-SUBSTITUTED AND 3-ALKYL-SUBSTITUTED ALLYLTRIBUTYLSTANNANES
    EASTON, CJ
    SCHARFBILLIG, IM
    JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (01): : 384 - 386
  • [10] Surface active ionic liquids: Head-group effect on micellar properties and dynamics of 1-alkyl-3-(n-hexadecyl)imidazolium chlorides
    Galgano, Paula D.
    Schoenhoff, Monika
    El Seoud, Omar A.
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2012, 243