bis(aniline)zinc(II) chloride | 13869-81-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: bis(aniline)zinc(II) chloride
• 英文别名: Zn(aniline)2Cl2；aniline;dichlorozinc
• CAS: 13869-81-3
• 化学式: C₁₂H₁₄Cl₂N₂Zn
• 分子量: 322.553
• InChiKey: SKBKDLVVAJOZOK-UHFFFAOYSA-L

计算性质

• 辛醇/水分配系数(LogP)：
  -3.46
• 重原子数：
  17
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  52
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  bis(aniline)zinc(II) chloride 、 4-氯吡啶盐酸盐 在 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 18.0h， 以86%的产率得到4-苯氨基吡啶
  参考文献：
  名称：

  Vedejs手性DMAP催化剂的制备规模合成

  摘要：

  报道了可手性Vedejs型DMAP催化剂的可扩展合成。合成的关键步骤是使用定义明确的ZnCl 2（胺）2络合物胺化对映体纯的4-氯吡啶衍生物。已经合成了一系列的Zn（II）-胺配合物，以研究ZnCl 2介导的4-卤代吡啶的胺化作用的范围。机理研究支持Zn（II）促进亲核芳香族取代，这是氯与胺交换的合理机制。

  DOI：

  10.1021/acs.joc.8b01687
• 作为产物：
  描述：

  、 苯胺 在 苯乙炔 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以42%的产率得到bis(aniline)zinc(II) chloride
  参考文献：
  名称：

  Synthesis, characterization and study of the catalytic properties of Zn(II) camphor derived complexes

  摘要：

  Zinc(II) complexes of general formula [ZnX2(YNC10H14O)], [ZnX2(YNC10H13NSO2)], [ZnX2(H2NNC10H14O)(2)], [{ZnX2}(2)(YNC10H14O)] and [{ZnX2}(2)(YNC10H13NSO2)] were obtained from zinc halides (chloride or bromide) by reaction with the suitable camphor ligands.In most of the complexes, the camphor ligands remain unchanged upon coordination, except in [{Zn(MeNNC10H14O)}(2)(mu-Cl)(2)] where proton loss from MeHNNC10H14O occurs. The new complexes and camphor derivatives were characterized by IR, NMR (H-1, C-13{H}, DEPT, 2D) and elemental analysis. In some cases the surface composition was studied by X-ray photoelectron spectroscopy (XPS) and imaged by Scanning Electron Microscopy (SEM). Images of [ZnCl2(Me2NNC10H14O)] and [ZnCl2(Me2NNC10H13NSO2)] obtained by SEM show the solid particles have tubular structures capped in one or both extremities. The coordination of THF in [ZnCl2(YNC10H14O) THF] was confirmed by X-ray diffraction analysis. The camphor derivatives YNC10H14NSO2 (Y = NMe2; NHMe) and p-C6H4(NC10H14O)(2) were structurally characterized by X-ray diffraction analysis.The ability of selected Zn(II) camphor complexes to catalyse the cyclization of 4-pentyn-1-ol was evaluated showing that the binuclear complex [{ZnX2}(2)(YNC10H14O)] performs better than the mononuclear Zn(II) complexes. (C) 2013 Elsevier B.V. All rights reserve.

  DOI：

  10.1016/j.jorganchem.2013.10.040

文献信息

• A new synthesis and some reactions of rhenium nitrene complexes
  作者：G. La Monica、S. Cenini

  DOI：10.1016/s0020-1693(00)89645-0

  日期：1978.1

  Abstract Rhenium nitrene complexes, Re(PPh 3 ) 2 (NAr)Cl 3 (I) (Ar = C 6 H 5 (Ia), p -MeC 6 H 4 (Ib), p -MeOC 6 H 4 (Ic)), have been obtained from the reactions of Re(PPh 3 ) 2 (O)Cl 3 and the corresponding sulphynil-amines, ArNSO, with the concomitant formation of sulphur dioxide. A carbonyl derivative, Re(PPh 3 )(CO)(NAr)Cl 3 (II) (Ar = p -MeOC 6 H 4 ), has been isolated from the reaction of (Ic)

  摘要nitr氮配合物Re（PPh 3）2（NAr）Cl 3（I）（Ar = C 6 H 5（Ia），p -MeC 6 H 4（Ib），p -MeOC 6 H 4（Ic））从Re（PPh 3）2（O）Cl 3和相应的亚硫基胺，ArNSO的反应中，伴随着二氧化硫的形成，获得了H 2 O 3。从（Ic）与一氧化碳的反应中分离出羰基衍生物Re（PPh 3）（CO）（NAr）Cl 3（II）（Ar = p -MeOC 6 H 4）。CO基团在该络合物中弱结合，可以很容易地被PPh 3取代并返回（Ic）和被R'NH 2（R'= p -MeC 6 H 4）取代，从而生成Re（PPh 3）（R'NH 2） ）（NAr）Cl 3（III）。另一方面，在CO或PPh 3，ReH（CO）3（PPh 3）2和ReH x（PPh 3）3（IV）的存在下，亚硝基残基参与（I）与NaBH 4的反应（ x大概是五个）分别
• Ikekwere, P. O., Synthesis and Reactivity in Inorganic and Metal-Organic Chemistry, 1988, vol. 18, p. 629 - 642
  作者：Ikekwere, P. O.

  DOI：——

  日期：——
• Shagidullin; Avvakumova; Al'fonsov, Russian Journal of General Chemistry, 2000, vol. 70, # 6, p. 961 - 969
  作者：Shagidullin、Avvakumova、Al'fonsov、Bakaleinik、Gubaidullin、Kataev、Kovylyaeva、Konovalov、Litvinov、Strobykina、Strobykin、Andreeva、Korochkina

  DOI：——

  日期：——
• Preparative-Scale Synthesis of Vedejs Chiral DMAP Catalysts
  作者：Artis Kinens、Simonas Balkaitis、Edgars Suna

  DOI：10.1021/acs.joc.8b01687

  日期：2018.10.19

  A scalable synthesis of chiral Vedejs-type DMAP catalysts is reported. The key step of the synthesis is amination of the enantiomerically pure 4-chloropyridine derivative using well-defined ZnCl2(amine)2 complexes. A series of Zn(II)–amine complexes have been synthesized to explore the scope of the ZnCl2-mediated amination of 4-halopyridines. Mechanistic studies support a Zn(II)-facilitated nucleophilic

  报道了可手性Vedejs型DMAP催化剂的可扩展合成。合成的关键步骤是使用定义明确的ZnCl 2（胺）2络合物胺化对映体纯的4-氯吡啶衍生物。已经合成了一系列的Zn（II）-胺配合物，以研究ZnCl 2介导的4-卤代吡啶的胺化作用的范围。机理研究支持Zn（II）促进亲核芳香族取代，这是氯与胺交换的合理机制。
• Synthesis, characterization and study of the catalytic properties of Zn(II) camphor derived complexes
  作者：Tiago A. Fernandes、Ana M. Ferraria、Adelino M. Galvão、Ana M. Botelho do Rego、Ana C.M. Suárez、M.Fernanda N.N. Carvalho

  DOI：10.1016/j.jorganchem.2013.10.040

  日期：2014.6

  Zinc(II) complexes of general formula [ZnX2(YNC10H14O)], [ZnX2(YNC10H13NSO2)], [ZnX2(H2NNC10H14O)(2)], [ZnX2}(2)(YNC10H14O)] and [ZnX2}(2)(YNC10H13NSO2)] were obtained from zinc halides (chloride or bromide) by reaction with the suitable camphor ligands.In most of the complexes, the camphor ligands remain unchanged upon coordination, except in [Zn(MeNNC10H14O)}(2)(mu-Cl)(2)] where proton loss from MeHNNC10H14O occurs. The new complexes and camphor derivatives were characterized by IR, NMR (H-1, C-13H}, DEPT, 2D) and elemental analysis. In some cases the surface composition was studied by X-ray photoelectron spectroscopy (XPS) and imaged by Scanning Electron Microscopy (SEM). Images of [ZnCl2(Me2NNC10H14O)] and [ZnCl2(Me2NNC10H13NSO2)] obtained by SEM show the solid particles have tubular structures capped in one or both extremities. The coordination of THF in [ZnCl2(YNC10H14O) THF] was confirmed by X-ray diffraction analysis. The camphor derivatives YNC10H14NSO2 (Y = NMe2; NHMe) and p-C6H4(NC10H14O)(2) were structurally characterized by X-ray diffraction analysis.The ability of selected Zn(II) camphor complexes to catalyse the cyclization of 4-pentyn-1-ol was evaluated showing that the binuclear complex [ZnX2}(2)(YNC10H14O)] performs better than the mononuclear Zn(II) complexes. (C) 2013 Elsevier B.V. All rights reserve.