Synthesis and properties of bis(2-heteroaryl)borane derivatives

被引:0
|
作者
Köhler, T [1 ]
Faderl, J [1 ]
Pritzkow, H [1 ]
Siebert, W [1 ]
机构
[1] Heidelberg Univ, Inst Anorgan Chem, D-69120 Heidelberg, Germany
关键词
boranes; porphyrinogens; lithiation; Grignard reaction; bromination;
D O I
暂无
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The reaction of (isopropyloxy)bis(2-thienyl)borane (1d) with Grignard reagents leads to methylbis(2-thienyl)borane (1e) and to phenylbis(2-thienyl)borane (1f). Treatment of mono-lithiated heterocycles with dichloroboranes yields the bis(2-heteroaryl)boranes 1b, 1c, and 3a, which are dibrominated with NBS to give the 5,5'-dibromo products 1b', 2a', and 3a'. NMR spectroscopic and MS data confirm the composition of the compounds. The [2 + 2] cyclization of the dibromo derivatives yields, in the case of 2a', the macrocycle 4b, as confirmed by HR-MS data. ((C) Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002).
引用
收藏
页码:2942 / 2946
页数:5
相关论文
共 50 条
  • [21] Synthesis of heteroaryl substituted imidazole derivatives
    Kim, HG
    Lee, JK
    Lee, JT
    Lee, CS
    BULLETIN OF THE KOREAN CHEMICAL SOCIETY, 2000, 21 (03) : 345 - 347
  • [22] Convenient Synthesis of Polyaza-2-(heteroaryl)pyridine Derivatives
    Masaret, Ghada S.
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2018, 55 (03) : 610 - 618
  • [24] Synthesis, properties, and hydroboration activity of the highly electrophilic borane bis(pentafluorophenyl)borane, HB(C6F5)2
    Parks, DJ
    Piers, WE
    Yap, GPA
    ORGANOMETALLICS, 1998, 17 (25) : 5492 - 5503
  • [25] SYNTHESIS AND PROPERTIES OF BIS(PYRIDILMETHYLENE)-MERCURY DERIVATIVES
    BOEV, VI
    DOMBROVSKII, AV
    KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 1981, (07): : 887 - 888
  • [26] BORANE AND MONOIODOBORANE DERIVATIVES OF BIS-(DIPHENYLPHOSPHINO)METHANE
    MARTIN, DR
    MERKEL, CM
    RUIZ, JP
    INORGANICA CHIMICA ACTA, 1986, 115 (01) : L29 - L30
  • [27] BORANE AND MONOIODOBORANE DERIVATIVES OF SOME BIS(DIPHENYLPHOSPHINO)ALKANES
    MARTIN, DR
    MERKEL, CM
    RUIZ, JP
    MONDAL, JU
    INORGANICA CHIMICA ACTA-ARTICLES AND LETTERS, 1985, 100 (02): : 293 - 297
  • [28] Carbonylative Synthesis of Fused Quinoxalinones via Palladium-Catalyzed Cascade Cyclization of 2-Heteroaryl Iodobenzene and NaN3
    Song, Yufei
    Quan, Zhaolin
    Chen, Zhengkai
    Wu, Xiao-Feng
    ORGANIC LETTERS, 2023, 25 (21) : 3984 - 3988
  • [29] Synthesis of 1,1,1-trihalo-4-methoxy-4-[2-heteroaryl]-3-buten-2-ones, the corresponding butan-1,3-dione and azole derivatives
    Flores, AFC
    Brondani, S
    Zanatta, N
    Rosa, A
    Martins, MAP
    TETRAHEDRON LETTERS, 2002, 43 (48) : 8701 - 8705
  • [30] Benz(2-heteroaryl) cyanoximes and their Tl(I) complexes: new room temperature blue emitters
    Ilkun, Olesya T.
    Archibald, Stephen J.
    Barnes, Charles L.
    Gerasimchuk, Nikolay
    Biagioni, Richard
    Silchenko, Svitlana
    Gerasimchuk, Olga A.
    Nemykin, Victor N.
    Silchenko, Svitlana
    Gerasimchuke, Olga A.
    Nemykin, Victor N.
    DALTON TRANSACTIONS, 2008, (42) : 5715 - 5729