Polyfluoroorganoboron-oxygen compounds.: 4 [1] Lithium pentafluorophenyltrimethoxyborate, Li[C6F5B(OMe)3], reactions with selected electrophiles and nucleophiles

被引:18
作者
Adonin, NY
Bardin, VV
Flörke, U
Frohn, HJ
机构
[1] Univ Duisburg Gesamthsch, Fachbereich Chem, Dept Chem Inorgan Chem, D-47048 Duisburg, Germany
[2] NN Vorozhtsov Novosibirsk Inst Organ Chem, Novosibirsk, Russia
[3] Univ Gesamthsch Paderborn, Dept Chem, D-4790 Paderborn, Germany
来源
ZEITSCHRIFT FUR ANORGANISCHE UND ALLGEMEINE CHEMIE | 2005年 / 631卷 / 13-14期
关键词
perfluoroarylborates; perfluoroarylboranes; methoxyborates; NMR spectroscopy; dismutation;
D O I
10.1002/zaac.200500083
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Li[C6F5B(OMe)(3)] (1a) reacted with the electrophiles CD3C(O)CD3, CH3OD, CD3CN, CH3CN, HOC2H4OH, Br-2, and I-2 to give C6F5X (X = D, H, Br, I). The treatment of 1a with Me3SiCl or BF3 in CH2Cl2 and CCl3F or pentene resulted in C6F5B(OMe)(2) or C6F5BF2, respectively. The attempted metathesis of 1a with KF or [Bu4N]Br in CH2Cl2 led to a mixture of M[(C6F5)(2)B(OMe)(2)] (2b,c, main product) and M[C6F5B(OMe)(3)] (1b,c, minor product) (M = [Bu4N], K). Even in the presence of diethyl ether, THF, DME, or TMEDA salt 1a underwent dismutation to the diarylborate salt [Li(L)(n)][(C6F5)(2)B(OMe)(2)] (L = Et2O, THF, DME, TMEDA) and [Li(L)(n)][B(OMe)(4)]. In subsequent reactions with aqueous K[HF2] or [Bu4N][HF2] M[(C6F5)(2)B(OMe)(2)] (M = K, [Bu4N], [Li(L)(n)]) yielded K[(C6F5)(2)BF2] (4c) or [Bu4N][(C6F5)(2)BF2] (4b). The molecular structure of [Li(.)TMEDA][(C6F5)(2)B(OMe)(2)] from single crystals showed significant cation-oxygen interactions.
引用
收藏
页码:2638 / 2646
页数:9
相关论文
共 33 条
  • [1] (Fluoroorgano)fluoroboranes and -borates. 12. Reactions of (trifluorovinyl)lithium with chloro-, chloromethoxy-, and (trifluorovinyl)methoxyboranes, a useful route to (trifluorovinyl)fluoroborate salts
    Adonin, NY
    Bardin, VV
    Frohn, HJ
    [J]. ORGANOMETALLICS, 2004, 23 (03) : 535 - 539
  • [2] TRIS(TRIMETHYLSILYL)METHYL AND TRIS(DIMETHYLPHENYLSILYL)METHYL DERIVATIVES OF BORON - CRYSTAL-STRUCTURES OF DIHYDROXY[TRIS(TRIMETHYLSILYL)METHYL]BORANE AND OF THE LITHIUM BORON COMPLEX [(MEOH)2LI(MU-OME)2B(OME)2]
    ALJUAID, SS
    EABORN, C
    ELKHELI, MNA
    HITCHCOCK, PB
    LICKISS, PD
    MOLLA, ME
    SMITH, JD
    ZORA, JA
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1989, (03): : 447 - 452
  • [3] [Anonymous], 2002, SMART VERS 5 62 SAIN
  • [4] Anulewicz-Ostrowska R, 2002, MAIN GROUP MET CHEM, V25, P501
  • [5] Bardin VV, 2002, MAIN GROUP MET CHEM, V25, P589
  • [6] ORGANOBORANES .48. IMPROVED PROCEDURES FOR THE PREPARATION OF BORONIC AND BORINIC ESTERS
    BROWN, HC
    SREBNIK, M
    COLE, TE
    [J]. ORGANOMETALLICS, 1986, 5 (11) : 2300 - 2303
  • [7] POLYFLUOROARYL ORGANOMETALLIC COMPOUNDS .2. PENTAFLUOROPHENYLBORON HALIDES AND SOME DERIVED COMPOUNDS
    CHAMBERS, RD
    CHIVERS, T
    [J]. JOURNAL OF THE CHEMICAL SOCIETY, 1965, (JUL): : 3933 - &
  • [8] Chitsaz S, 2001, Z NATURFORSCH B, V56, P245
  • [9] Pentafluorophenylboron halides: 40 years later
    Chivers, T
    [J]. JOURNAL OF FLUORINE CHEMISTRY, 2002, 115 (01) : 1 - 8
  • [10] Structural studies of lithium telluro- and seleno-phosphorus compounds
    Davies, RP
    Martinelli, MG
    Wheatley, AEH
    White, AJP
    Williams, DJ
    [J]. EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, 2003, (18) : 3409 - 3416