(Fluoroorgano)fluoroboranes and -borates. 12. Reactions of (trifluorovinyl)lithium with chloro-, chloromethoxy-, and (trifluorovinyl)methoxyboranes, a useful route to (trifluorovinyl)fluoroborate salts

被引:10
作者
Adonin, NY
Bardin, VV
Frohn, HJ
机构
[1] Univ Duisburg Gesamthsch, Inst Chem, D-47048 Duisburg, Germany
[2] Russian Acad Sci, NN Vorozhtsov Novosibirsk Inst Organ Chem, Siberian Branch, Novosibirsk 630090, Russia
关键词
D O I
10.1021/om030549h
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Reactions of LiCFdouble bondCF(2) with the boron electrophiles BCl(OMe)(2), BCl2(OMe), BCl3, and CF(2)double bondCFB(OMe)(2) were studied. The nucleophilic addition of LiCFdouble bondCF(2) to BCl(OMe)(2) (2:1) and BCl2(OMe) (3:1) resulted in formation of a mixture of Li[(CF(2)double bondCF)(n)B(OMe)(4-n)] salts, which were converted to K[(CF(2)double bondCF)(n)BF4-n] (n = 1-4) using aqueous K[HF2]. The salt K[(CF(2)double bondCF)(4)B] was prepared from BCl3 and LiCFdouble bondCF(2) (excess) and subsequent treatment with aqueous KF in 76% yield. The salt K[(CF(2)double bondCF)(2)BF2] was synthesized by reacting (trifluorovinyl)dimethoxyborane with LiCFdouble bondCF(2) and subsequent substitution of methoxy by fluorine. K[(CF(2)double bondCF)(3)BF] was obtained by the reaction of (CF(2)double bondCF)(3)B with KF.
引用
收藏
页码:535 / 539
页数:5
相关论文
共 34 条
  • [1] ADONIN NY, IN PRESS ORGANOMETAL
  • [2] Synthesis and co-ordination chemistry of perfluorovinyl phosphine derivatives.: Single crystal structures of PPh(CF=CF2)2, cis-[PtCl2{PPh2(CF=CF2)}2] and [{AuCl[PPh2(CF=CF2)]}2]
    Banger, KK
    Banham, RP
    Brisdon, AK
    Cross, WI
    Damant, G
    Parsons, S
    Pritchard, RG
    Sousa-Pedrares, A
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1999, (03): : 427 - 434
  • [3] Perfluorovinyl-metal derivatives: A new one-pot synthesis
    Banger, KK
    Brisdon, AK
    Gupta, A
    [J]. CHEMICAL COMMUNICATIONS, 1997, (01) : 139 - 140
  • [4] Bardin VV, 2002, MAIN GROUP MET CHEM, V25, P589
  • [5] Recent advances in fluorovinyl-containing compounds
    Barnes, NA
    Brisdon, AK
    Ellis, MJ
    Pritchard, RG
    [J]. JOURNAL OF FLUORINE CHEMISTRY, 2001, 112 (01) : 35 - 45
  • [6] Potassium allyl- and crotyltrifluoroborates: Stable and efficient agents for allylation and crotylation
    Batey, RA
    Thadani, AN
    Smil, DV
    [J]. TETRAHEDRON LETTERS, 1999, 40 (23) : 4289 - 4292
  • [7] Potassium alkenyl- and aryltrifluoroborates: Stable and efficient agents for rhodium-catalyzed addition to aldehydes and enones
    Batey, RA
    Thadani, AN
    Smil, DV
    [J]. ORGANIC LETTERS, 1999, 1 (10) : 1683 - 1686
  • [8] Batey RA, 2000, SYNTHESIS-STUTTGART, P990
  • [9] Reactions of trifluorovinyl-trifluoromethylboron derivatives, structure of (F2C=CF)(F3C)2B•NHMe2 and (HOOC)(F3C)2B•NHMe2
    Brauer, DJ
    Pawelke, G
    [J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2000, 604 (01) : 43 - 51
  • [10] Spectroscopic and structural assignment of the absolute stereochemistry in a series of 1,2-difluorovinyl organometalloids. The first crystallographic characterization and structural series of group 14 fluorovinyl compounds
    Brisdon, AK
    Crossley, IR
    Pritchard, RG
    Warren, JE
    [J]. INORGANIC CHEMISTRY, 2002, 41 (18) : 4748 - 4755