di(phenylselenenyl)mercury | 21514-25-0

• 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: di(phenylselenenyl)mercury
• 英文别名: bis(benzeneselenolato)mercury(II)；mercury bis(phenylselenolate)；Bis(phenylseleno)quecksilber；Diphenylseleno-quecksilber
• CAS: 21514-25-0
• 化学式: C₁₂H₁₀HgSe₂
• 分子量: 512.721
• InChiKey: HEQXPRBQKVDQCT-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  0.48
• 重原子数：
  8.0
• 可旋转键数：
  0.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为反应物：
  描述：

  mercury(II) thiocyanate 、 di(phenylselenenyl)mercury 在 bis(2-pyridylthio)methane 作用下， 以 乙酸乙酯 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 以60%的产率得到
  参考文献：
  名称：

  Synthesis and structural characterization of a binary metal cluster and a coordination polymer based on the mercury Bis(phenylselenolate) unit

  摘要：

  The versatile coordination chemistry of the Bis(phenylselenolate)(Hg(SePh)(2)) with Hg(SCN)(2) salt allows the synthesis of a cluster and a 2D coordination polymer. The reaction at low temperature in dimethylformamide (dmf) affords single crystals containing neutral clusters with the formula [Hg8S(SCN)(2)(SePh)(12)(dmf)(2)] (1). Then, the 2D coordination polymer [Hg(SCN)(SePh)] (2) is obtained in comparable yielding. The use of bis(2-pyridylthio)methane as secondary ligand significantly improves the synthesis of 2, since it is synthesized at room temperature, in a short time and in a good yield. The effects of the weak interactions in the crystal packing were also analyzed. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2012.06.015
• 作为产物：
  描述：

  [Yb(THF)6][Hg5(μ2-SePh)8(SePh)4] * 2 THF 以 氘代乙腈 为溶剂， 生成 di(phenylselenenyl)mercury
  参考文献：
  名称：

  Lanthanide-Group 12 Metal Chalcogenolates: A Versatile Class of Compounds

  摘要：

  Heterometallic chalcogenolate compounds containing both lanthanide (Ln) and group 12 metals (M) represent an extremely broad molecular class, having the general formula LnM(EPh)(x)(L)(y), where L is a neutral donor ligand. In this paper we show how M, L, and the ratio Ln:M can be varied to give bi-, tetra-, penta-, and hexametallic chalcogenolates. The compounds [(py)(3)Eu(mu(2)-SePh)(2)(mu(3)-SePh)Hg(SePh)](2) (1), (THF)(4)Eu(mu(2)-SePh)(3)ZnSePh (2), [Sm(THF)(7)][Zn-4(mu(2)-SePh)(6)(SePh)(4)] (3), and [Yb(THF)(6)][Hg-5(mu(2)-SePh)(8)(SePh)(4)]. 2THF (4) have been prepared, and their structures have been established by low temperature single crystal X-ray diffraction. The synthesis and structural characterization of the heterometallic chalcogenolate [(py)(2)Sm(SePh)(mu-SePh)(3)Na(py)(2)](2) (5) is also described in order to compare the relative effects of the alkali and group 12 metals on heterometallic structure and electronic properties. From the crystal structures it is clear that the group 12 ion polarizes Se electron density away from the Ln ion, weakening the Ln-Se bond, and increasing the Ln-Se bond length. UV-visible data support the structural interpretations, with Ln(II) metal-to-pyridine charge transfer and lanthanide(III) selenolate to metal charge transfer absorption energies, both indicating that the group 12 metal withdraws electron density from the lanthanide ion. Unambiguous assignment of heterometallic solution structure is impossible, because the molecules are fluctional, and the solution structure is solvent dependent. However, from spectroscopic measurements, and from the isolation of 1 in 90% yield, it is clear that the compounds do maintain some form of heterometallic structure in donor solvents as basic as pyridine. Crystal data (1-3 and 5, Mo Ka; 4, Cu KCL; -80 to -100 degrees C): 1, space group P (1) over bar, a = 12.374(4) Angstrom, b = 13.381(3) Angstrom, c = 14.222(4) Angstrom, alpha = 62.36(3)degrees, beta = 70.96(3)degrees, gamma = 70.14(2)degrees, V = 1921 Angstrom, Z = 2; 2, space group P-n, a 10.991(4) Angstrom, b = 20.051(3) Angstrom, c 19.522(4) Angstrom, beta = 99.75(3)degrees, V = 4240 Angstrom, Z = 4; 3, triclinic space group P (1) over bar, a = 14.268(6) Angstrom, b = 19.220(10) Angstrom, c = 19.539(4) Angstrom, alpha = 92.64(3), beta = 104.20(3)degrees; gamma = 109.32(4)degrees, V = 4854 Angstrom, Z = 2; 4, monoclinic space group P2(1)/c, a = 14.239(3) Angstrom, b = 48.846(6) Angstrom, c = 17.282(4) Angstrom, beta = 113.79(2)degrees, V = 10999 Angstrom, Z = 4; 5, monoclinic space group C2/c, a = 23.822(5) Angstrom, b = 16.902(2) Angstrom, c = 21.388(3) Angstrom, beta = 93.35(2)degrees, V = 8597 Angstrom, Z = 8.

  DOI：

  10.1021/ic00125a036

文献信息

• Phenylselenolate mercury alkyl compounds, PhSeHgMe and PhSeHgEt: Molecular structures, protolytic Hg–C bond cleavage and phenylselenolate exchange
  作者：Kevin Yurkerwich、Patrick J. Quinlivan、Yi Rong、Gerard Parkin

  DOI：10.1016/j.poly.2015.06.007

  日期：2016.1

  phenylselenolate mercury alkyl compounds, PhSeHgMe and PhSeHgEt, have been structurally characterized by X-ray diffraction, thereby demonstrating that both compounds are monomeric with approximately linear coordination geometries; the mercury centers do, nevertheless, exhibit secondary Hg***Se intermolecular interactions that serve to increase the coordination number in the solid state. The ethyl derivative, PhSeHgEt

  苯硒酸汞烷基化合物PhSeHgMe和PhSeHgEt在结构上已通过X射线衍射进行了表征，从而证明这两种化合物都是具有近似线性配位几何结构的单体。但是，汞中心确实表现出二次Hg *** Se分子间相互作用，从而增加了固态的配位数。乙基衍生物PhSeHgEt在室温下容易进行Hg-C键的蛋白水解裂解，释放出乙烷，而PhSeHgMe在相似条件下几乎没有反应性。有趣的是，PhSeHgEt的Hg-C键的裂解也比硫醇盐类似物PhSHgEt的裂解更容易，这表明硒的配位促进了汞-碳键的蛋白水解。苯硒酸酯化合物PhSeHgR（R = Me，Et）也与例如PhSHgR和RHgCl进行简并的交换反应。在每种情况下，烷基均保持与199Hg核的偶联，从而表明交换过程涉及Hg-SePh / Hg-X基团的复分解，而不是Hg-R / Hg-R基团的复分解。
• Synthesis of Thiol, Selenol, and Tellurol Esters by the Reaction of Organochalcogeno Mercurials with Acid Chlorides
  作者：Claudio C. Silveira、Antonio L. Braga、Enrique L. Larghi

  DOI：10.1021/om990589e

  日期：1999.11.1

  Thiol, selenol, and tellurol esters were prepared by the reaction of bis(organochalcogeno)mercurials with acid chlorides in chloroform or carbon tetrachloride and in the presence of tetrabutylammonium halides as catalysts.

  通过在氯仿或四氯化碳中，在卤化四丁基铵的存在下，使双（有机碳氢基）汞与酰氯反应，制得硫醇，硒醇和碲的酯。
• Synthesis and reactivity of organochalogen ester substituted η3-butadienyl complexes of Mo(II): crystal structure of [MoCl(CO)2(η3-CH2C(COSePh)CCH2)(1,10-phenanthroline)]·0.5 CH2Cl2
  作者：Annabelle G.W Hodson、Rupinder K Thind、Mary McPartlin

  DOI：10.1016/s0022-328x(02)02023-5

  日期：2002.12

  A series of organochalcogen ester substituted η3-butadienyl complexes of the type [MoCl(CO)2(η3-CH2C(COXR)CCH2)(phen)]n (phen=1,10-phenanthroline, R=alkyl, aryl) were prepared from the acyl chloride precursor (1) and either thiols (X=S, n=1–4), selenols (X=Se, n=1,2) or bis(organochalcogen) mercurials, Hg[XR]2 (X=Se, Te, n=1,2), and the structure of the first selenoester substituted η3-butadienyl

  一系列organochalcogen酯取代的η 3 -butadienyl的类型的配合物[代替MoCl（CO）2（η 3 -CH 2 C（COXR）CCH 2）（phen）的] Ñ（苯= 1,10-菲咯啉，R =烷基，芳基）是由酰氯前体（1）和硫醇（X = S，n = 1–4），硒醇（X = Se，n = 1,2）或双（有机och ）汞，汞制备的[XR] 2（X =硒，碲，ñ = 1,2），并且所述第一硒代酯的结构取代η 3 -butadienyl络合物（4通过单晶X射线衍射分析确定）。与各种亲核或亲电反应的1，4或取代的配合物，XR = OME酯，进行了检查，并与那些相关的η 3 -烯丙基类似物和它们的预测的行为基于结构证据和分子建模计算。
• Triorganotin aryl selenides
  作者：Douglas W. Grant、James L. Wardell

  DOI：10.1016/0022-328x(84)80626-9

  日期：1984.11

  The SnSe bond in trimethyltin aryl selenides is cleaved on reaction with selenenyl halides, sulphenyl halides, alkyl halides and allyl halides. Thus Me3SnSePh reacts with PhSeCl, 4-Me-2-NO2C6H3SCl, RI (R = CH3 or Ph3SnCH2) and CH2CHCH2Br to give PhSeSePh, 4-Me-2-NO2C6H3SSePh, RSePh and CH2CHCH2SePh, respectively. The diselenide, PhSeSePh, is also obtained from Me3SnSePh on reaction with either 4-MeC6H4SO2Cl

  三甲基锡芳基硒化物中的SnSe键与硒烯基卤化物，亚磺酰基卤化物，烷基卤化物和烯丙基卤化物反应时会断裂。因此，Me 3 SnSePh与PhSeCl，4-Me-2-NO 2 C 6 H 3 SCl，RI（R = CH 3或Ph 3 SnCH 2）和CH 2 = CHCH 2 Br反应得到PhSeSePh，4-Me-2 -NO 2 C 6 H 3 SSePh，RSePh和CH 2 = CHCH 2 SePh。二硒化物PhSeSePh也可以从Me 3 SnSePh中与4-MeC 6 H 4反应获得SO 2 Cl或NaIO 4。在Me 3 SnSePh和Ph 3 SnCl或PhHgCl之间也会发生交换反应。
• Synthesis and X-ray Structural Characterization of the Polymeric Cluster Compound [Hg3(O2SePh)(SePh)5]n
  作者：Rafael Stieler、Davi F. Back、Bárbara Tirloni、Robert A. Burrow、Ernesto S. Lang

  DOI：10.1002/zaac.201200257

  日期：2012.8

  prepare [Hg3(O2SePh)(SePh)5]n and its structural characterization are presented in this paper. This compound results either from the partial oxidation of mercury phenylselenolate clusters or from a mixture of its components with defined stoichiometry. This compound was observed in almost all of our reactions as a by-product, during the development of the synthesis of new mercury selenolate clusters. It

  本文介绍了制备 [Hg3(O2SePh)(SePh)5]n 的两种合成路线及其结构表征。这种化合物要么是由苯硒酸汞簇的部分氧化产生的，要么是由其具有确定化学计量的组分的混合物产生的。在合成新的硒酸汞簇的开发过程中，几乎在我们所有的反应中都观察到这种化合物作为副产物。现在通过单晶 X 射线衍射、元素分析和红外光谱对其进行表征。