A new one-pot arylacetylene synthesis:: 4-RC6H4CC(TMS) from 4-RC6H4CN and LiC(TMS)3(THF)2 via Li[N(TMS)C(C6H4R-4)C(TMS)2](THF) (TMS = SiMe3, R = H, F, Br, OMe or But)

被引:11
|
作者
Lappert, MF [1 ]
Layh, M [1 ]
机构
[1] Univ Sussex, Chem Lab, Brighton BN1 9QJ, E Sussex, England
基金
英国工程与自然科学研究理事会;
关键词
D O I
10.1016/S0040-4039(98)00933-2
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Treatment of LiC(TMS)(3)(THF)(2) with the nitrile 4-RC6H4CN in Et2O at ambient temperature yields the new lithium I-aza-allyl Li[N(TMS)C(C6H4R-4)C(TMS)(2)](THF) which readily eliminates LiN(TMS)(2) upon heating in refluxing benzene yielding the acetylene 4-RC6H4C=C(TMS) in quantitative (TMS = SiMe3; R = H, Br, OMe or Bu-t) or low (R = F) yield. (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:4745 / 4748
页数:4
相关论文
共 50 条
  • [41] Synthesis and crystal sructure of a new dihydrogenomonophosphate (4-C2H5C6H4NH3)H2PO4
    Kaabi, K
    Rayes, A
    Ben Nasr, C
    Rzaigui, M
    Lefebvre, F
    MATERIALS RESEARCH BULLETIN, 2003, 38 (05) : 741 - 747
  • [42] New syntheses and crystal structures of bis(fluorophenyl) mercury, Hg(Rf)2 (Rf = C6F5, 2,3,4,6-F4C6H, 2,3,5,6-F4C6H, 2,4,6-F3C6H2, 2,6-F2C6H3)
    Naumann, D
    Schulz, F
    ZEITSCHRIFT FUR ANORGANISCHE UND ALLGEMEINE CHEMIE, 2005, 631 (01): : 122 - 125
  • [43] Synthesis and crystal structure of [Zn6Br4(C9H18NO)4(OH)4]•2C3H6O2
    Scheel, Rebecca
    Brieger, Lukas
    Louven, Kathrin
    Strohmann, Carsten
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2020, 76 : 998 - +
  • [44] Hafnium Complexes [Ph3PR]2+[HfCl6]2-, where R = Et, CH2C6H4CN-4, or CH2C6H4F-4: Synthesis and Structure
    Sharutin, V. V.
    Sharutina, O. K.
    Lobanova, E. V.
    RUSSIAN JOURNAL OF INORGANIC CHEMISTRY, 2020, 65 (06) : 870 - 873
  • [45] The diverse reactions of the silylene Si[(NCH2But)2C6H4-1,2] with Li[Si(SiMe3)3](thf)3 and K[N(SiMe3)2]
    Gehrhus, B
    Hitchcock, PB
    Lappert, MF
    Slootweg, JC
    CHEMICAL COMMUNICATIONS, 2000, (15) : 1427 - 1428
  • [46] Hydrothermal Synthesis and Crystal Structure of a New Phosphonate:{[Cu(1,10-phen)]2-(H2O3PCH2C6H4C6H4CH2PO3H)2-(HO3PCH2C6H4C6H4CH2PO3H)}n
    FU Rui-Biao WU Xin-Tao② HU Sheng-Min WANG Long-Sheng(State Key Laboratory of Structural Chemistry
    结构化学, 2004, (10) : 1107 - 1110
  • [47] MO(C6H4)2(C6H5LI-OC4H10)4 - NEW ORGANOMETALLIC COMPLEX OF MOLYBDENUM
    SARRY, B
    SINGH, H
    HAHN, B
    SCHAFFERNICHT, R
    ZEITSCHRIFT FUR ANORGANISCHE UND ALLGEMEINE CHEMIE, 1979, 456 (09): : 181 - 186
  • [48] CONVENIENT SYNTHESIS AND PROPERTIES OF (R4N)2[NI(SC6H5)4], (R4N)2[NI(S-PARA-C6H4CL)4], (R4N)2[NI(S-PARA-C6H4CH3)4], (R4N)2[NI(S-META-C6H4CL)4] AND THE STRUCTURE OF TETRAETHYLAMMONIUM TETRAKIS PARA-CHLOROBENZENETHIOLATO)NICKELATE(II)
    ROSENFIELD, SG
    ARMSTRONG, WH
    MASCHARAK, PK
    INORGANIC CHEMISTRY, 1986, 25 (17) : 3014 - 3018
  • [49] PROTONATION OF THE ALKYLIDYNETUNGSTEN COMPLEXES [W(CR)(CO)2(ETA-C5H5)] (R = C6H4ME-2, C6H3ME2-2,6 OR C6H4OME-2)
    HOWARD, JAK
    JEFFERY, JC
    LI, S
    STONE, FGA
    JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1992, (04): : 627 - 634
  • [50] Formations of C6H from reactions C3 + C3H2 and C3H + C3H and of C8H from reactions C4 + C4H2 and C4H + C4H
    Sun, Yi-Lun
    Huang, Wen-Jian
    Lee, Shih-Huang
    JOURNAL OF CHEMICAL PHYSICS, 2024, 160 (04):