bis(o-formylphenyl)mercury(II) | 851589-43-0

• 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(o-formylphenyl)mercury(II)
• 英文别名: bis(2-formylphenyl)mercury；bis(2-formylphenyl)mercury(II)；Hg[C6H4(CHO-2)]2；bis(o-formylphenyl)mercury
• CAS: 851589-43-0
• 化学式: C₁₄H₁₀HgO₂
• 分子量: 410.822
• InChiKey: FPMIMFQEXHZNKX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.34
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  bis(o-formylphenyl)mercury(II) 在 甲酸 作用下， 以 甲醇 、 乙腈 为溶剂， 反应 1.0h， 生成
  参考文献：
  名称：

  掺碲汞氮杂金属大环的配位行为及闭壳层 (Ag+ Hg2+) 金属离子之间 d10⋅⋅⋅d10 相互作用的研究

  摘要：

  六种金属相互作用：这是第一个分离的含碲和汞的金属氮杂大环，其表现出不对称的八字形构象。它的骨架中有两个银离子，并表现出分子内 Hg⋅⋅⋅Ag、Ag⋅⋅⋅Te、Hg⋅⋅⋅Te 以及分子间 Hg⋅⋅⋅Hg 相互作用。分子间 Hg⋅⋅⋅Hg 亲汞相互作用以非线性方式将六个原子连接为 Te⋅⋅⋅Ag⋅⋅⋅Hg⋅⋅⋅Hg⋅⋅⋅Ag⋅⋅⋅Te。

  DOI：

  10.1002/chem.202301322
• 作为产物：
  描述：

  chloro(2-hydroxymethylphenyl)mercury 以 二氯甲烷 、 丙酮 为溶剂， 生成 bis(o-formylphenyl)mercury(II)
  参考文献：
  名称：

  Phenyl derivatives of mercury functionalised in the 2-position with either a formyl or a vinyl group. Crystal structures of Hg[C6H4(CHO)-2]Cl and Hg[C6H4(CHCH2)-2]2

  摘要：

  A convenient preparation of Hg[C6H4(CH2OH)-2]Cl (1) involves treatment of dilithiated benzyl alcohol with HgCl2. 1 is smoothly oxidised to Hg[C6H4(CHO)-2]Cl (2) by reaction with pyridinium chlorochromate (PCC). The crystal structure of 2 reveals a two coordinate linear arrangement at mercury supplemented by weaker interactions with the aldehyde oxygen atoms both intramolecularly and intermolecularly. Treatment of 2 with NaI effects symmetrisation with the formation of Hg[C6H4(CHO)-2](2) (3). Reaction between 3 and the Wittig reagent Ph3P=CH2 results in the formation of Hg[C6H4(CH=CH2)-2](2) (4). The crystal structure of 4 has been determined. (C) 2001 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0022-328x(00)00699-9

文献信息

• Metallophilic Mercuraazamacrocycles Derived from Bis{6‐formyl‐(2,3,4‐trimethoxy)phenyl}mercury: Reactivity with d ¹⁰ and d ⁸ Metal Ions
  作者：Shikha Das、Sagar Sharma、Harkesh B. Singh、Ray J. Butcher

  DOI：10.1002/ejic.201800628

  日期：2018.9.30

  complexes, 25 ([15·Ag]ClO4), and 27 ([16·Ag]ClO4) were isolated by reacting macrocycles 15 and 16 with AgClO4. The reaction of macrocycle 15 with equimolar Pt(COD)Cl2 afforded cyclometalated platinum(II) complex, Pt‐1‐C6H‐2,3,4‐(OCH3)3‐6‐(CHN‐CH2)}2 (28). Bis(2‐amino‐5‐methylphenyl)mercury (23), shows a very strong intermolecular Hg···Hg interaction. Density functional theory calculations and atoms in

  双6-甲酰基-（2,3,4-三甲氧基）苯基}汞（14）与各种1,2-取代的二胺，例如乙二胺，反式1,2-二氨基环己烷和邻苯二胺导致形成22元金属硫杂金属环，[HG- 1-C 6 H-2,3,4-（OCH 3）3 -6-（CHN）} 2 ‐CH 2－CH 2 ] 2（15），[HG-1-C 6 H-2,3,4-（OCH 3）3 -6-（CHN）} 2 -C 6 H ^ 10 ] 2（16）和[HG-1-C 6 H-2,3,4-（OCH 3）3 -6-（CHN）} 2 -C 6 H ^ 4 ] 2（17分别地）。将大环的受体能力和反应性与由双（甲酰基苯基）汞（12）与二胺缩合得到的相应的22元金属硫杂金属环比较。还尝试了用官能化的芳基二胺制备大环。橙色的Cu I络合物，24（[ 15· Cu] ClO 4）和26（[ 16· Cu] ClO 4）分别用大环15和16处理[Cu（CH 3
• Intermetallic Bonds in Metallophilic Mercuraazametallamacrocycles of Synthetic Design
  作者：Upali Patel、Sagar Sharma、Harkesh B. Singh、Sandip Dey、Vimal K. Jain、Gotthelf Wolmershäuser、Ray J. Butcher

  DOI：10.1021/om100297v

  日期：2010.10.11

  mercuraazametallamacrocycles 6, 7, and 12 have been synthesized by dipodal condensation (2 + 2) of bis(o-formylphenyl)mercury (11) and 1,2-disubstituted amines. Reduction of macrocycle 6 with sodium borohydride afforded novel 11-membered mercuraazametallamacrocycle 13. Macrocycle 6, when treated with [Cu(CH3CN)4]ClO4 and Cu(OCOCH3)2/NH4PF6, formed orange-colored CuI complexes 14 ([6·Cu]ClO4) and 15 ([6·Cu]PF6)

  22元mercuraazametallamacrocycles 6，7，和12已经由双臂缩合（2 + 2）的双（合成ö -formylphenyl）汞（11）和1,2-二取代的胺。用硼氢化钠还原大环6，得到新的11元金属硫杂金属环12。大环化合物6在用[Cu（CH 3 CN）4 ] ClO 4和Cu（OCOCH 3）2 / NH 4 PF 6处理时，形成橙色的Cu I络合物14（[6 ·Cu] ClO 4）和15（[ 6 ·Cu] PF 6），而红色络合物16（[ 12 ·Cu] ClO 4）是由12与[Cu（CH 3 CN） ）4 ] ClO 4。类似地，通过使6与相应的银盐反应合成了配合物17（[ 6 ·Ag] ClO 4）和18（[ 6 ·Ag] PF 6）。6与Hg（OCOCH 3）的反应2 / NH 4 PF 6导致形成羟基桥接的配合物19。大环化合物7与Pd（C 6 H 5 CN）2
• Reaction of a Metallamacrocycle Leading to a Mercury(II)⋅⋅⋅Palladium(II)⋅⋅⋅Mercury(II) Interaction
  作者：Sagar Sharma、Rajesh S. Baligar、Harkesh B. Singh、Ray J. Butcher

  DOI：10.1002/anie.200805121

  日期：2009.3.2

  All wrapped up: The reaction of a 22‐membered macrocycle derived from bis(o‐formylphenyl)mercury and 1,2‐phenylenediamine with palladium(II) results in cleavage of the macrocycle and concomitant formation of a trimetallic complex (see picture; phenyl rings truncated for clarity). The nature of the HgII⋅⋅⋅PdII⋅⋅⋅HgII interaction was investigated by theoretical studies.

  全部包裹：由双（邻甲酰基苯基）汞和1,2-苯二胺衍生的22元大环与钯（II）的反应导致大环裂解并伴随形成三金属配合物（见图）；苯基为清晰起见，戒指会被截断）。汞的性质II ⋅⋅⋅Pd II ⋅⋅⋅Hg II相互作用通过理论研究调查。
• Synthesis and Characterization of 22‐, 28‐ and 32‐Membered Mercuraazamacrocycles: Isolation of Ring‐Chain Tautomer and Se/Te‐Containing Macrocycles
  作者：Shikha Das、Harkesh B. Singh、Ray J. Butcher

  DOI：10.1002/ejic.201800562

  日期：2018.11.25

  Schiff base macrocycles [Hg‐1,1′‐C6H‐2,3,4‐(OCH3)3‐6,6′‐(CHN)}2‐ C3H6SeC3H6]2 (10), [Hg‐1,1′‐C6H‐2,3,4‐(OCH3)3‐6,6′‐(CHN)}2‐C3H6TeC3H6]2 (11), and mercuraazametallocryptand [Hg‐1,1′‐C6H‐2,3,4‐(OCH3)3‐6,6′‐(CHN)}2‐N(C2H4)3}]2 (12) were obtained by (2+2) condensation of bis(6‐formyl‐2,3,4‐trimethoxy}phenyl)mercury(II) (7) with 3,3′‐selenobis/telluorobis‐1‐propanamine and tris(2‐aminoethyl)amine respectively

  [HG-1-C的无金属合成6 ħ 4 -2-（咪唑）} 1'-C 6 H ^ 4（ - CHN-CH -2' 2）}] 2（图8a）通过实现（ 2 + 2）将二（2-甲酰基苯基）汞（II）（6）与二亚乙基三胺进行环缩合。大环以互变异构体8a和[HG- 1,1'-（C 6 H 4）2 -2,2'-（CHN）} 2 -C 2 H 4 NHC 2 H 4 ] 2（8b）的混合物形式存在）。汞促进了环化作用···N分子间的相互作用。互变异构体的DFT计算比18 kcal mol –1有利于环互变异构体8a的形成而不是链互变异构体8b的形成。的混合物的还原图8a和8b中与硼氢化钠，得到28元的减少mercuraazamacrocycle [HG-的混合物1,1' - （C 6 H ^ 4）2 -2,2' - （CH 2 NH）} 2 - C 2 H 4 NHC 2 H 4 ] 2（12）和8a。大循环[HG-
• The Synthesis and Characterization of Compounds of the Type Hg{1-C₆H₄-2-C(H)NC₆H₅_-<i>_n</i>R<i>_n</i>}₂
  作者：Kevin R. Flower、Victoria J. Howard、Shakil Naguthney、Robin G. Pritchard、John E. Warren、Alan T. McGown

  DOI：10.1021/ic010881q

  日期：2002.4.1

  The organomercurial compounds Hg1-C6H4-2-C(H)=NC6H5-nRn}(2) (R = 4-NMe2, 6a; 4-Me, 6b; 4-I, 6c; 4-NO2, 6d; 2-Pr-i, 6e; 2-Me, 6f; 2,6-(i)Pr2, 6g; 2,6-Me-2, 6h) have been prepared in good overall yield from 2-bromobenzaldehyde. All of the compounds have been characterized by elemental analysis, H-1 NMR, C-13H-1} NMR, and infrared spectroscopy. In addition, compounds 6a [C30H30HgN4, triclinic, P (1) over bar, a = 6.20000(10) Angstrom, b = 9.2315(2) Angstrom, c = 10.9069(3) Angstrom, alpha = 85.8510(10)degrees, beta = 89.3570(10)degrees, gamma = 87.206(2)degrees, Z = 1], 61) [C28H24HgN2, monoclinic, P2(1)/c, a = 12.8260(5) Angstrom, b = 14.0675(4) Angstrom, c = 6.1032(2) Angstrom, = 90.0990(10)degrees, Z = 2], 6g [C38H44HgN2, triclinic, P (1) over bar, a = 8.2626(2) Angstrom, b = 9.8317(2) Angstrom, c = 11.8873(3) Angstrom, alpha 103.6650(10)degrees, beta = 109.3350(10)degrees, gamma = 104.627(2)degrees, Z = 1], and 6h [C30H28HgN2, monoclinic, P2(1)/c, a = 12.5307(2) Angstrom, b = 10.9852(2) Angstrom, c = 18.2112(2) Angstrom, beta = 104,0190(10)degrees, gamma = 87.206(2)degrees, Z = 4] have been characterized by low-temperature single-crystal X-ray diffraction studies, and two different molecular geometries about the central mercury atom have been observed; intramolecular contacts suggest a van der Waals radius for Hg of 2.1-2.2 Angstrom.