NOVEL REACTION OF BIS(TRIFLUOROMETHYL)DISULFIDE WITH ORGANOLITHIUM REAGENTS

被引:7
|
作者
MUNAVALLI, S [1 ]
ROSSMAN, DI [1 ]
ROHRBAUGH, DK [1 ]
FERGUSON, CP [1 ]
机构
[1] GEOCENTERS INC, FT WASHINGTON, MD 20744 USA
关键词
D O I
10.1016/S0022-1139(00)80426-1
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The reaction of bis(trifluoromethyl) disulfide with organolithium reagents at -78-degrees-C results in simultaneous scission of both the C-S and S-S bonds. Under similar conditions, the alkyl and aryl disulfides undergo only S-S bond cleavage. This unusual behavior of bis(trifluoromethyl) disulfide is due to the presence of the trifluoromethyl function. The product distribution, the mechanism of bond fission and the mass spectral data of compounds thus formed are presented in this paper.
引用
收藏
页码:155 / 161
页数:7
相关论文
共 50 条
  • [1] UNUSUAL REACTION OF GRIGNARD-REAGENTS WITH BIS(TRIFLUOROMETHYL)DISULFIDE
    MUNAVALLI, S
    ROSSMAN, DI
    ROHRBAUGH, DK
    FERGUSON, CP
    JOURNAL OF FLUORINE CHEMISTRY, 1993, 61 (1-2) : 147 - 153
  • [2] A NOVEL DESELENATION IN THE REACTION OF SELENOAMIDES WITH ORGANOLITHIUM REAGENTS
    SEKIGUCHI, M
    OGAWA, A
    FUJIWARA, S
    RYU, I
    KAMBE, N
    SONODA, N
    CHEMISTRY LETTERS, 1990, (11) : 2053 - 2056
  • [3] The reaction of porphyrins with organolithium reagents
    Senge, Mathias O.
    Kalisch, Werner W.
    Bischoff, Ines
    2000, Wiley-VCH Verlag (06)
  • [4] The reaction of porphyrins with organolithium reagents
    Senge, MO
    Kalisch, WW
    Bischoff, I
    CHEMISTRY-A EUROPEAN JOURNAL, 2000, 6 (15) : 2721 - 2738
  • [5] REACTION OF ORGANOLITHIUM REAGENTS WITH ALLYLIC ALCOHOLS
    CRANDALL, JK
    CLARK, AC
    JOURNAL OF ORGANIC CHEMISTRY, 1972, 37 (26): : 4236 - 4242
  • [6] Reaction of triphenylsulfonic salts with organolithium reagents
    Oae, S
    Ishihara, H
    Yoshihara, M
    ZHURNAL ORGANICHESKOI KHIMII, 1996, 32 (02): : 282 - 286
  • [7] PREPARATION OF BIS-[TRIFLUOROMETHYL] DISULFIDE
    DEAR, REA
    GILBERT, EE
    SYNTHESIS-INTERNATIONAL JOURNAL OF METHODS IN SYNTHETIC ORGANIC CHEMISTRY, 1972, (06): : 310 - &
  • [8] PERFLUOROALKYL DERIVATIVES OF SULFUR .13. REACTION OF POLYFLUOROMONOIODOALKANES WITH DIETHYL DISULFIDE AND OF PENTAFLUOROIODOBENZENE WITH BIS(TRIFLUOROMETHYL) DISULFIDE
    HASZELDINE, RN
    TIPPING, AE
    RIGBY, RB
    JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1972, (17): : 2180 - +
  • [9] REACTION OF TRIPHENYLPHOSPHINE DIHALIDES WITH GRIGNARD AND ORGANOLITHIUM REAGENTS
    DENNEY, DB
    GROSS, FJ
    JOURNAL OF ORGANIC CHEMISTRY, 1967, 32 (11): : 3710 - &
  • [10] REACTION OF 4-QUINAZOLINAMINES WITH ORGANOLITHIUM REAGENTS
    JOHANNSEN, F
    PEDERSEN, EB
    CHEMICA SCRIPTA, 1987, 27 (02): : 277 - 281