bis(bipyridine)nickel(II) bromide | 15555-11-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: bis(bipyridine)nickel(II) bromide
• 英文别名: {NiBr2bpy2}；[NiBr₂(2,2’-bipyridine)₂]；[Ni(2,2'-bipyridine)₂Br_2]；[Ni(bpy)₂Br_2]；(2,2′-bipyridine)nickel(II) dibromide；[NiBr₂(bpy)₂]；dibromonickel;2-pyridin-2-ylpyridine
• CAS: 15555-11-0；15748-15-9
• 化学式: C₂₀H₁₆Br₂N₄Ni
• 分子量: 530.872
• InChiKey: BJHWRDKWIJQBOV-UHFFFAOYSA-L

计算性质

• 辛醇/水分配系数(LogP)：
  5.98
• 重原子数：
  27
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  51.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  bis(bipyridine)nickel(II) bromide 在 H₂O 作用下， 以 水 为溶剂， 生成 hexaaquanickel(II)
  参考文献：
  名称：

  1,10-菲咯啉和2,2'-联吡啶的二价镍配合物

  摘要：

  DOI：

  10.1016/0022-1902(61)80129-2
• 作为产物：
  描述：

  2,2'-联吡啶 、 溴化镍 以79%的产率得到
  参考文献：
  名称：

  CRISTAU, H. J.;CHABAUD, B.;LABAUDINIERE, R.;CHRISTOL, H., ORGANOMETALLICS, 1985, 4, N 4, 657-661

  摘要：

  DOI：
• 作为试剂：
  描述：

  4-溴苯乙酮 、 3-氯-6-吡咯烷-1-基-哒嗪 在 bis(bipyridine)nickel(II) bromide 、 四丁基溴化铵 作用下， 以 1,2-二溴乙烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 以58%的产率得到1-[4-(6-(pyrrolidin-1-yl)pyridazin-3-yl)phenyl]ethanone
  参考文献：
  名称：

  An Electrochemical Nickel-Catalyzed Arylation of 3-Amino-6-Chloropyridazines

  摘要：

  3-Amino-6-aryl- and 3-amino-6-heteroarylpyridazines have been obtained in generally good yield using a nickel-catalyzed electrochemical cross-coupling between 3-amino-6-chloropyridazines and aryl or heteroaryl halides at room temperature. Comparative experiments involving classical palladium-catalyzed reactions, such as Suzuki, Stille, or Negishi cross-couplings, reveal that the electrochemical method can constitute a reliable alternative tool for biaryl formation. A possible reaction mechanism is proposed on the basis of electrochemical analyses.

  DOI：

  10.1021/jo3022428

文献信息

• New 2,2'-bipyridine and 1,10-phenanthroline based nickel(II) phosphates
  作者：Zufar N. Gafurov、Alexey B. Dobrynin、Il’yas F. Sakhapov、Alexey A. Kagilev、Artyom O. Kantyukov、Alexey A. Balabaev、Asiya V. Toropchina、Oleg G. Sinyashin、Dmitry G. Yakhvarov

  DOI：10.1080/10426507.2018.1541243

  日期：2019.5.27

  of phosphoric acid (H3PO4) toward 2,2'-bipyridine (bpy) and 1,10-phenanthroline (phen) nickel dibromide complexes [NiBr2(bpy)2] and [NiBr2(phen)2] has been investigated. It was found that this interaction leads to new nickel phosphate complexes [Ni(HPO4)(bpy)2] and [Ni(HPO4)(phen)2]. X-ray crystal structure analysis of the obtained complexes indicates that the nickel ions have a distorted octahedral

  摘要 已经研究了磷酸 (H3PO4) 对 2,2'-联吡啶 (bpy) 和 1,10-菲咯啉 (phen) 二溴化镍配合物 [NiBr2(bpy)2] 和 [NiBr2(phen)2] 的反应性。发现这种相互作用导致新的磷酸镍配合物 [Ni(HPO4)(bpy)2] 和 [Ni(HPO4)(phen)2]。所得配合物的 X 射线晶体结构分析表明，镍离子具有扭曲的八面体配位，并由磷酸根部分的两个氧原子双桥连。图形概要
• New Dinuclear Nickel(II) Complexes: Synthesis, Structure, Electrochemical, and Magnetic Properties
  作者：Dmitry Yakhvarov、Ekaterina Trofimova、Oleg Sinyashin、Olga Kataeva、Yulia Budnikova、Peter Lönnecke、Evamarie Hey-Hawkins、Andreas Petr、Yulia Krupskaya、Vladislav Kataev、Rüdiger Klingeler、Bernd Büchner

  DOI：10.1021/ic2002546

  日期：2011.5.16

  [Ar = Ph, 2,4,6-trimethylphenyl (Mes), 9-anthryl (Ant)] leads to the formation of binuclear nickel(II) complexes with bridging ArP(H)O2− ligands. Crystal structures of the binuclear complexes [Ni2(μ-O2P(H)Ar)2(bpy)4]Br2 (Ar = Ph, Mes, Ant) have been determined. In each structure, the metal ions have distorted octahedral coordination and are doubly bridged by two arylphosphinato ligands. Magnetic susceptibility

  [NiBr 2（bpy）2 ]（bpy = 2,2'-联吡啶）与有机次膦酸ArP（O）（OH）H [Ar = Ph，2,4,6-三甲基苯基（Mes），9 -aNThryl（ANT）]导致双核镍（II）配合物与桥接破甲（H）O的形成2 -配体。双核络合物[Ni 2（μ - O 2 P（H）Ar）2（bpy）4 ] Br 2的晶体结构（Ar = Ph，Mes，ANT）已确定。在每个结构中，金属离子都扭曲了八面体配位，并被两个芳基膦酸酯配体双重桥接。磁化率测量表明，这些配合物在低温下在两个镍原子之间显示出强反铁磁耦合，显然类似于具有桥连羧基配体的双核镍（II）配合物。循环伏安法和原位EPR光谱电化学表明，这些配合物可以被电化学还原和氧化，形成Ni（I），Ni（0）/ Ni（III）衍生物。
• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: Ni: MVol.C1, 179, page 407 - 409
  作者：

  DOI：——

  日期：——
• Tracking of the formation of binuclear nickel complexes of [Ni2(µ-O2PR1R2)2(bpy)4]Br2 type by ESI and MALDI mass spectrometry
  作者：Aliya F. Khusnuriyalova、Vasily M. Babaev、Ildar Kh. Rizvanov、Kirill E. Metlushka、Vladimir A. Alfonsov、Oleg G. Sinyashin、Dmitry G. Yakhvarov

  DOI：10.1016/j.poly.2017.02.005

  日期：2017.5

  The formation of binuclear nickel complexes of type [Ni-2(mu-(O2PRR2)-R-1)(2)(bpy)(4)]Br-2, where R-1 = H, R-2 = phenyl (Ph), 2,4,6-trimethylphenyl (Mes), 2,4,6-triisopropylphenyl (Tipp) or (RR2)-R-1 = -OCH2CH(Et) NHCH(Ph)-; bpy = 2,2'-bipyridine, in solution and their fragmentation behavior have been investigated by ESI and MALDI mass spectrometry. It was found that binuclear cationic fragments [Ni-2(mu-(O2PRR2)-R-1)(2)(bpy)(2)Br](+) are characteristic ions displaying the formation of binuclear nickel(II) complexes in solution. (C) 2017 Elsevier Ltd. All rights reserved.
• Cyclometalated Nickel Complexes as Key Intermediates in C(sp²)–H Bond Functionalization: Synthesis, Catalysis, Electrochemical Properties, and DFT Calculations
  作者：Yulia B. Dudkina、Robert R. Fayzullin、Konstantin A. Lyssenko、Aidar T. Gubaidullin、Kirill V. Kholin、Alina I. Levitskaya、Marina Yu. Balakina、Yulia H. Budnikova

  DOI：10.1021/acs.organomet.8b00536

  日期：2019.3.25

  This paper elucidates the redox properties and reactivity of a number of cyclometalated nickel(II) complexes in oxidation processes. Original and robust procedures for the synthesis of nickelacycles with two cyclometalated moieties and halogenated nickelacycles were developed. The complexes were studied by means of electrochemical, ESR, DFT, and single-crystal XRD methods. Notable features of the nickelacycles are unusually low oxidation potentials. Upon electrochemical oxidation the complexes produce carbon-carbon and carbon-heteroatom coupled products, the ratio of which can be tuned by the conditions applied.