pentafluorophenyl(phenyl)mercury | 1534-67-4

• 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: pentafluorophenyl(phenyl)mercury
• CAS: 1534-67-4
• 化学式: C₁₂H₅F₅Hg
• 分子量: 444.754
• InChiKey: APNWGYGFBYCFDK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.42
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  pentafluorophenyl(phenyl)mercury 在 苯基溴化镁 、 盐酸 、 水 作用下， 以 乙醚 为溶剂， 反应 3.0h， 以0.19 mmol的产率得到五氟苯
  参考文献：
  名称：

  Transmetalation of Pentafluorophenylmercury Derivatives with Organylmagnesium Bromides

  摘要：

  The reactions of pentafluorophenylmercury derivatives with organomagnesium compounds have been studied. The interaction of pentafluorophenylmercury chloride with RMgBr (R = Et, Ph) has afforded diphenyl- and diethylmercury or phenylmercury chloride, besides the expected product (C6F5HgR). The results have been explained by the transmetalation of C6F5HgR with the Grignard reagent, followed by the reaction of the resulting C6F5MgX (X = Br, C6F5) with pentafluorophenylmercury chloride. Transmetalation of (C6F5)(2)Hg with organylmagnesium bromides has led to the formation of C6F5MgX and R2Hg.

  DOI：

  10.1134/s1070363219070090
• 作为产物：
  描述：

  pentafluorophenylmercury chloride 以 四氢呋喃 、 乙醚 为溶剂， 反应 3.0h， 生成 pentafluorophenyl(phenyl)mercury
  参考文献：
  名称：

  Transmetalation of Pentafluorophenylmercury Derivatives with Organylmagnesium Bromides

  摘要：

  The reactions of pentafluorophenylmercury derivatives with organomagnesium compounds have been studied. The interaction of pentafluorophenylmercury chloride with RMgBr (R = Et, Ph) has afforded diphenyl- and diethylmercury or phenylmercury chloride, besides the expected product (C6F5HgR). The results have been explained by the transmetalation of C6F5HgR with the Grignard reagent, followed by the reaction of the resulting C6F5MgX (X = Br, C6F5) with pentafluorophenylmercury chloride. Transmetalation of (C6F5)(2)Hg with organylmagnesium bromides has led to the formation of C6F5MgX and R2Hg.

  DOI：

  10.1134/s1070363219070090
• 作为试剂：
  描述：

  乙腈 、 二苯并-18-冠醚-6 、 氢化镱 、 三甲基铵四苯基硼酸盐 在 pentafluorophenyl(phenyl)mercury 作用下， 以 四氢呋喃 为溶剂， 生成
  参考文献：
  名称：

  阳离子镧系元素四苯硼冠醚配合物的合成

  摘要：

  MeNHBPh 作为质子分解剂在生成反应性镧系元素阳离子方面的功效已得到进一步探索。 [Nd(BH)(thf)] 与 MeNHBPh 以 1:3 摩尔比以及二苯并-18-冠-6 (DB18C6) 在 thf 中反应，没有生成 [Nd(thf)][BPh]，而是生成 [Nd(thf)][BPh]，但(BH)(DB18C6)][BPh]⋅2THF () 是一种为进一步功能化而准备的复合物，被分离出来。该结构有一个八配位的 Nd 原子和两个三齿 BH 配体。在 18-crown-6 (18C6) 或 DB18C6 存在下，在 MeCN 或 thf 中，Yb 金属、PhHgCF 和 MeNHBPh 之间发生氧化还原金属转移/质子化 (RTP) 反应，然后用 MeCN 进行处理，得到 [Yb(CE)(MeCN) ][BPh]⋅nMeCN (CE = 18C6, = 0 (), and DB18C6 =

  DOI：

  10.1016/j.jorganchem.2024.123186

文献信息

• The preparation of pentafluorophenyldihaloboranes from pentafluorophenylmercurials C6F5HgR and BX3: the dramatic dependence of the reaction direction on the ligand R
  作者：Vadim V. Bardin、Nicolay Yu. Adonin

  DOI：10.1007/s00706-019-02476-6

  日期：2019.8

  AbstractIn search of convenient preparations of C6F5BX2 (X = Cl, Br), reactions of C6F5HgR (R = C6F5, C6H5, C2H5, Br and Cl) with BX3 were studied. Under the action of BCl3 the order of the C–Hg bond cleavage is C6F5Hg–C6H5 > C6F5–HgC2H5 > C6F5–HgC6F5 >> C6F5–HgCl. With more reactive BBr3 the sequence is C6F5Hg–C6H5 > C6F5–HgC2H5 ~ C6F5Hg–C2H5 > C6F5–HgC6F5 ≥ C6F5–HgBr. During the study we found the

  摘要为了寻找方便的C 6 F 5 BX 2（X = Cl，Br）制备方法，C 6 F 5 HgR（R = C 6 F 5，C 6 H 5，C 2 H 5，Br和Cl）与研究了BX 3。在BCl 3的作用下，C–Hg键断裂的顺序为C 6 F 5 Hg–C 6 H 5  > C 6 F 5 –HgC 2 H 5  > C 6 F 5 –HgC6 F 5 >> C 6 F 5 –HgCl。随着越来越多的反应性的BBr 3的序列为C 6 ˚F 5汞柱-C 6 H ^ 5  > C ^ 6 ˚F 5 -HgC 2 ħ 5  〜C ^ 6 ˚F 5汞柱-C 2 H ^ 5  > C ^ 6 ˚F 5 -HgC 6 ˚F 5  ≥ C 6 F 5 –HgBr。在研究过程中，我们发现了制备C 2 H的简单方法，即烷基二溴硼烷5的BBr 2选自C 2 ħ 5 HgBr和的BBr 3。除了较早报道的由二（环丙基）汞和BX
• Synthesis of phenyl(perfluoroorgano)mercury derivatives C6H5Hg(Rf) [Rf = CnF2n + 1 (n = 1–4 or 6) or C6F5] by the reactions of bis(perfluoroorgano)cadmium compounds with phenylmercury chloride
  作者：Hamid Layeghi、Dieter Naumann、Wieland Tyrra

  DOI：10.1016/0022-328x(92)80166-u

  日期：1992.12

  The mixed phenyl(perfluoroorgano)mercury derivatives C6H5Hg(Rf) [Rf = CnF2n+1 (n = 1–4 of 6), C6F5] have been prepared by reactions of C6H5HgCl with Cd(Rf)2 compounds, and their 19F NMR, 199Hg and (in some cases) 13C NMR spectra and mass spectra recorded.

  混合的苯基（全氟有机）汞衍生物C 6 H 5 Hg（R f）[R f = C n F 2n + 1（n = 1-4 of 6），C 6 F 5 ]是通过C 6的反应制备的H 5 HgCl和Cd（R f）2化合物，并记录其19 F NMR，199 Hg和（在某些情况下）13 C NMR光谱和质谱。
• A Half-Sandwich Perfluoroorganoytterbium(II) Complex from a Simple Redox Transmetalation/Ligand Exchange Synthesis
  作者：Glen B. Deacon、Craig M. Forsyth

  DOI：10.1021/om021039a

  日期：2003.3.1

  Reaction of ytterbium metal with HgPh(C6F5) and HC5Me5 in THF (THF = tetrahydrofuran) affords seven-coordinate, monomeric [Yb(C5Me5)(C6F5)(THF)(3)] (1), which is presumed to be formed by protolysis of a transitory "YbPh(C6F5)" species with HC5Me5. In the absence of the latter, reaction of ytterbium metal and HgPh(C6F5) gave a mixture of products, including the structurally characterized [Yb(C6F5)(2)(THF)(4)] (2) and the ytterbium(III) complex [YbPh3(THF)(3)] (3).
• Transmetalation of Pentafluorophenylmercury Derivatives with Organylmagnesium Bromides
  作者：V. V. Bardin

  DOI：10.1134/s1070363219070090

  日期：2019.7

  The reactions of pentafluorophenylmercury derivatives with organomagnesium compounds have been studied. The interaction of pentafluorophenylmercury chloride with RMgBr (R = Et, Ph) has afforded diphenyl- and diethylmercury or phenylmercury chloride, besides the expected product (C6F5HgR). The results have been explained by the transmetalation of C6F5HgR with the Grignard reagent, followed by the reaction of the resulting C6F5MgX (X = Br, C6F5) with pentafluorophenylmercury chloride. Transmetalation of (C6F5)(2)Hg with organylmagnesium bromides has led to the formation of C6F5MgX and R2Hg.