CFC replacement HCFC-133a (CF3CH2Cl) as a convenient precursor for the synthesis of chlorodifluorovinyl-metal derivatives of main group and transition metal elements:: the first X-ray structural characterisation of chlorodifluorovinyl-containing organometallic complexes

被引:23
作者
Barnes, NA [1 ]
Brisdon, AK [1 ]
Cross, WI [1 ]
Fay, JG [1 ]
Greenall, JA [1 ]
Pritchard, RG [1 ]
Sherrington, J [1 ]
机构
[1] UMIST, Dept Chem, Manchester M60 1QD, Lancs, England
基金
英国工程与自然科学研究理事会;
关键词
HCFC-133a; chlorodifluorovinyl; perfluorovinyl; synthesis; X-ray diffraction;
D O I
10.1016/S0022-328X(00)00565-9
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The one-pot reaction of the CFC replacement 1-chloro-2,2,2-trifluoroethane (CF3CH2Cl, HCFC-133a) with two equivalents of butyllithium in diethylether at -78 degreesC followed by the addition of main group or transition metal halides results in good yields of the metal-chlorodifluorovinyl-containing compounds R3Sn(CCl=CF2) {R=Me, Et, Bu}, Sn(CCl=CF2)(4), Sb(CCl=CF2)(3), Hg(CCl=CF2)(n)Cl(2-n) (n = 1,2), trans-[Ni(CCl=CF2)(2)(PBu3)(2)], trans-[Pd(CCl=CF2)(2)(PBu3)] and [Au(CCl=CF2)(PPh3)]. The molecular structures of Hg(CCl=CF2)Cl, trans-[Pd(CCl=CF2)(2)(Bu3P)(2)] and [Au(CCl=CF2)(PPh3)] have been obtained from single crystal data; these are the first such structural data to be reported for any chlorodifluorovinyl-containing organometallic complexes. The molecular structure of [Au(CF=CF2)(PPh3)], which was prepared using a similar method based on CF3CH2F (HFC-134a); is also reported and compared with that of the chlorodifluorovinyl analogue. (C) 2000 Elsevier Science B.V. All rights reserved.
引用
收藏
页码:96 / 105
页数:10
相关论文
共 23 条
  • [11] REACTIONS OF LOW-VALENT METAL COMPLEXES WITH FLUOROCARBONS .17. TERTIARY-ARSINE-NICKEL COMPLEXES
    BROWNING, J
    GREEN, M
    STONE, FGA
    [J]. JOURNAL OF THE CHEMICAL SOCIETY A -INORGANIC PHYSICAL THEORETICAL, 1971, (03): : 453 - &
  • [12] BURDON J, 1996, CHEM COMMUN, P46
  • [13] UNSATURATED SIGMA-HYDROCARBYL TRANSITION-METAL COMPLEXES .3. CRYSTAL AND MOLECULAR-STRUCTURE OF TRANS-CHLOROBIS(DIETHYLPHENYLPHOSPHINE) (VINYL)PLATINUM(II)
    CARDIN, CJ
    MUIR, KW
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1977, (16): : 1593 - 1596
  • [14] SYNTHESIS AND REACTIVITY OF (CHLOROVINYL)NICKEL COMPLEXES - AN UNUSUAL SYMMETRIZATION REACTION - X-RAY CRYSTAL-STRUCTURE OF [NI(CCL=CCL2)2(PME2PH)2]
    CARVAJAL, J
    MULLER, G
    SALES, J
    SOLANS, X
    MIRAVITLLES, C
    [J]. ORGANOMETALLICS, 1984, 3 (07) : 996 - 1002
  • [15] MOLECULAR-STRUCTURES OF TRICHLOROVINYL(PARA-TOLYL)NICKEL(II) COMPLEX, AND ITS THERMAL AND PHOTO ISOMERIZATION PRODUCTS
    CHEN, J
    KAI, Y
    KASAI, N
    WADA, M
    KUMAZOE, M
    [J]. BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1991, 64 (09) : 2802 - 2808
  • [16] PREPARATION AND REACTIONS OF SOME FLUORINE-CONTAINING VINYL ORGANOMETALLIC COMPOUNDS
    DRAKESMITH, FG
    RICHARDS.RD
    STEWART, OJ
    TARRANT, P
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1968, 33 (01) : 286 - +
  • [17] CRYSTAL AND MOLECULAR STRUCTURE OF CIS-1,2-DIFLUOROVINYLPENTACARBONYLMANGANESE
    EINSTEIN, FW
    LUTH, H
    TROTTER, J
    [J]. JOURNAL OF THE CHEMICAL SOCIETY A -INORGANIC PHYSICAL THEORETICAL, 1967, (01): : 89 - &
  • [18] The United Kingdom Chemical Database Service
    Fletcher, DA
    McMeeking, RF
    Parkin, D
    [J]. JOURNAL OF CHEMICAL INFORMATION AND COMPUTER SCIENCES, 1996, 36 (04): : 746 - 749
  • [19] Hughes R. P., 1990, ADV ORGANOMET CHEM, V31, P183
  • [20] Jensen K. A., 1936, Z ANORG ALLG CHEM, V229, P242