(S_C)-{2-(1′-(N,N-dimethylamino)ethyl)phenyl-C,N}mercury(II) chloride

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: (S_C)-{2-(1′-(N,N-dimethylamino)ethyl)phenyl-C,N}mercury(II) chloride
• 英文别名: chloro(2-[1-(S)-(dimethylamino)ethyl]phenyl-C(1),N)mercury(II)
• 化学式: C₁₀H₁₄ClHgN
• 分子量: 384.271
• InChiKey: HCLVFFWWQWKGOA-WWPIYYJJSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -0.89
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (S_C)-{2-(1′-(N,N-dimethylamino)ethyl)phenyl-C,N}mercury(II) chloride 、 sodium iodide 以 乙醇 为溶剂， 以78.3%的产率得到iodo(2-[1-(S)-(dimethylamino)ethyl]phenyl-C(1),N)mercury(II)
  参考文献：
  名称：

  Crystal Structures of Chiral Halo{2-[1-(S)-(dimethylamino)ethyl]phenyl-C1,N}mercury(II) Complexes

  摘要：

  The reaction of HgCl2 with enantiomerically pure o-lithio-(S)-(-)-dimethyl(1-phenylethyl)amine, (S)-ArLi, results in good yields of (S)-{HgCl[C6H4CH(Me)NMe(2)]}, 2a. The bromide (2b) and iodide (2c) analogs were prepared by metathetic reactions of 2a with NaBr and NaI, respectively. Single-crystal X-ray crystallographic data on all three complexes show that the Hg atom in each is nonplanar with three different groups bonded to it, making it a stereocenter. Thus, with the chiral benzylic carbon of the chelating amine ligand having the (S) absolute configuration, these complexes form as only the (S)(C)(R)(Hg) diastereomers.

  DOI：

  10.1021/om00010a045
• 作为产物：
  描述：

  、 mercury dichloride 以 苯 为溶剂， 以47%的产率得到(S_C)-{2-(1′-(N,N-dimethylamino)ethyl)phenyl-C,N}mercury(II) chloride
  参考文献：
  名称：

  Arylmercury(II) compounds involving intramolecular coordination via 2-Me2NCH2- and chiral (S)-2-Me2NCHMe-ring substituents

  摘要：

  DOI：

  10.1016/s0022-328x(00)85654-5

文献信息

• Brunner, Henri; Zwack, Thomas, Organometallics, 2000, vol. 19, p. 2423 - 2426
  作者：Brunner, Henri、Zwack, Thomas

  DOI：——

  日期：——
• When Applying the Mercury Poisoning Test to Palladacycle-Catalyzed Reactions, One Should Not Consider the Common Misconception of Mercury(0) Selectivity
  作者：Olga N. Gorunova、Ivan M. Novitskiy、Yuri K. Grishin、Igor P. Gloriozov、Vitaly A. Roznyatovsky、Victor N. Khrustalev、Konstantin A. Kochetkov、Valery V. Dunina

  DOI：10.1021/acs.organomet.8b00363

  日期：2018.9.10

  The aim of this study was to demonstrate the absolute necessity of control experiments for a correct interpretation of mercury drop test results when applied to mechanistic studies of palladacycle-catalyzed reactions. It was shown that the interaction of diverse azapalladacycles with metallic mercury leads to the formation of organomercuric chlorides during the redox-transmetalation process. The structure of these organomercurials was confirmed by elemental analysis, H-1, C-13H-1}, and Hg-199H-1} NMR spectra, X-ray diffraction analysis, and DFT calculations. The behavior and properties of C,N-mercuracycles bearing the weak and labile N center dot center dot center dot Hg bond are discussed on the basis of the temperature dependence of the NMR spectra and calculated thermodynamic parameters of the dechelation process.