1,6-bis(2-benzimidazolyl)-2,6-dithiaheptane | 57698-68-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: 1,6-bis(2-benzimidazolyl)-2,6-dithiaheptane
• 英文别名: 1,7-bis(2-benzimidazyl)-2,6-dithiaheptane；1,7-bis-(2-benzimidazolyl)-2,6-dithiaheptane；2-[3-(1H-benzimidazol-2-ylmethylsulfanyl)propylsulfanylmethyl]-1H-benzimidazole
• CAS: 57698-68-7
• 化学式: C₁₉H₂₀N₄S₂
• 分子量: 368.527
• InChiKey: JJFVLXYKOHONRP-UHFFFAOYSA-N

物化性质

• 熔点：
  225 °C (decomp)
• 沸点：
  690.7±50.0 °C(Predicted)
• 密度：
  1.356±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  25
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  108
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,6-bis(2-benzimidazolyl)-2,6-dithiaheptane 、 镉 在 tetramethylammonium perchlorate 作用下， 以 乙腈 为溶剂， 生成
  参考文献：
  名称：

  Electrochemical synthesis of neutral divalent transition-metal complexes with tetradentate thioether–benzimidazole-containing ligands

  摘要：

  The electrochemical synthesis and physicochemical properties of neutral divalent transition-metal complexes [ML][H2L = 1,7-bis(2-benzimidazolyl)-2,6-dithiaheptane or 1,6-bis(2-benzimidazolyl)-2,5-dithiahexane] of tetradentate N2S2 donor ligands are presented. The dianionic ligands act as tetradentate ligands with both thioether sulphurs and both deprotonated benzimidazole nitrogens co-ordinating. All compounds are four-co-ordinated in tetrahedral or distorted tetragonal geometries with the exception of the nickel complexes, in which magnetic interactions are operating, indicating that they are polymeric with a distorted-octahedral geometry around the metal.

  DOI：

  10.1039/dt9900003643
• 作为产物：
  描述：

  1,3-丙二硫醇 、 2-氯甲基苯并咪唑 在 氢氧化钾 、 sodium tetrahydroborate 作用下， 以 乙醇 为溶剂， 反应 1.0h， 生成 1,6-bis(2-benzimidazolyl)-2,6-dithiaheptane
  参考文献：
  名称：

  Addison, Anthony W.; Burke, Philip J., Journal of Heterocyclic Chemistry, 1981, vol. 18, p. 803 - 805

  摘要：

  DOI：

文献信息

• Synthesis, spectroscopy and magnetism of mixed-valence Ni(II)–Ni(III) compounds with (benz)imidazolethioether, acetates and dithiolates as ligands. Crystal structure of (acetato)(1,6-bis(benzimidazol-2-yl)-2,5-dithiahexane)nickel(II) bis(toluene-3,4-dithiolato)niccolate(III)
  作者：J. Ochocki、Ph. Chaudhuri、W.L. Driessen、R.A.G. De Graaf、F.B. Hulsbergen、J. Reedijk

  DOI：10.1016/s0020-1693(00)83932-8

  日期：1990.1

  and anions Ni(tdt)2− with square planar Ni(III). The crystal structure of one of the compounds, i.e. with LLLL = 1,6-bis(benzimidazol-2-yl)-2,5-dithiahexanen (abbreviated bbdh), has been determined. The title compound crystallizes in space group P 1 , Z = 2, a = 14.132(7), b = 13.345(8), c = 10.906(7), α = 115.59(4), β = 91.58(5), γ = 100.74(4)°. The structure has been determined using conventional heavy

  摘要一系列通式为Ni（OAc）（LLLL）Ni（tdt）2的混合价化合物，其中tdt代表甲苯-3,4-二硫代阴离子，LLLL为四齿N2S2供体，带有两个（苯）已制备并表征了咪唑基和两个硫醚基。这些化合物是通过在空气中自发氧化起始Ni（II）产物而形成的。光谱测量的表征表明阳离子Ni（LLLL）（OAc）+具有二价八面体Ni（II），阴离子Ni（tdt）2-具有正方形平面Ni（III）。已经确定一种化合物的晶体结构，即LLLL ＝ 1，6-双（苯并咪唑-2-基）-2，5-二硫代己烷（缩写为bbdh）。标题化合物在空间群P 1中结晶，Z = 2，a = 14.132（7），b = 13.345（8），c = 10.906（7），α= 115.59（4），β= 91.58（5），γ = 100.74（4）°。该结构已使用常规重原子方法确定，基于3379个显着（I>2σ（I））反射，最终Rw = 0
• Cobalt(II) and nickel(II) halide coordination compounds with 1,6-bis(benzimidazol-2-yl)-2, 5-dithiahexane and 1,7-bis(benzimidazol-2-yl)-2, 6-dithiaheptane. The crystal and molecular structure of dibromo(1,6-bis(benzimidazol-2-yl)-2,5-dithiahexane)nickel(II)
  作者：Jan M.M. Smits、Ron Janssen、Paul T. Beurskens、Jacobus Van Rijn、Jan Reedijk

  DOI：10.1016/s0277-5387(00)81093-1

  日期：1987.1

  The synthesis and characterization by spectroscopic techniques of compounds with general formulae MX 2 (bbdh) and MX 2 (bbdhp) is described. In these formulae M = Co(II), Ni(II); X = Cl, Brbbdh = 1,6-bis(benzimidazol-2-yl)-2,5-dithiahexane and bbdhp = 1,7-bis(benzimidazol-2-yl)-2,6-dithiaheptane. The compounds have been characterized by chemical analysis, infrared spectra, ligand field spectra, X-ray

  描述了通过光谱技术合成具有通式MX 2（bbdh）和MX 2（bbdhp）的化合物的方法。在这些式中，M ＝ Co（II），Ni（II）。X ＝ Cl，Brbbdh ＝ 1，6-双（苯并咪唑-2-基）-2，5-二硫已烷和bbdhp ＝ 1，7-双（苯并咪唑-2-基）-2，6-二噻庚烷。通过化学分析，红外光谱，配体场光谱，X射线粉末图和一种情况下的单晶结构分析对化合物进行了表征。金属离子是由配体和阴离子配位的八面体（所有Ni化合物和bbdh的Co化合物）或四面体（bbdhp的Co化合物）。NiBr 2（bbdh）的详细结构由X射线方法在290 K下测定。C 18 H 18 Br 2 N 4 NiS 2的晶体，Mr = 572.995，在正交晶空间群Pnc2中结晶，a = 8.502 （3），b = 13.748（2），c = 8.794（3）A，V = 1027.96（57）A 3，Z = 2，D
• Nickel(II) complexes of 1,7-bis(benzimidazol-2-yl)-2,6-dithiaheptane (BBDHP). Crystal and molecular structure of [Ni2(BBDHP)2(μ-Cl)2]Cl2·5H2O·2EtOH and Ni(BBDHP)Br2·EtOH·ButOH
  作者：R Carballo、A Castiñeiras、W Hiller、J Strähle

  DOI：10.1016/s0277-5387(00)87188-0

  日期：1993.5

  Abstract The synthesis and characterization by elemental analyses, mass, IR and electronic spectrometry and conductance and magnetic measurements of compounds with the general formula Ni(BBDHP)X2·nSolv. is reported [X = Cl, Br, I, ClO4 or NO3; Solv. = H2O, EtOH or ButOH; n = 2−5; BBDHP = 1,7-bis(benzimidazol-2-yl)-2,6-dithiaheptane]. The structures of [Ni(BBDHP)(μ-Cl)]2Cl2·5H2O·2EtOH (II) and Ni(BBDHP)Br2·EtOH·

  摘要通过元素分析，质谱，红外光谱和电子光谱以及电导和磁测量，对通式为Ni（BBDHP）X2·nSolv的化合物进行了合成和表征。据报道[X = Cl，Br，I，ClO4或NO3；求解 = H2O，EtOH或ButOH; n = 2-5；BBDHP ＝ 1，7-双（苯并咪唑-2-基）-2，6-二硫庚烷]。通过单晶X射线衍射确定[Ni（BBDHP）（μ-Cl）] 2Cl2·5 ·2EtOH（II）和Ni（BBDHP）Br2·EtOH·1 2 ButOH（IV）的结构。II分子表现出涉及两个近似对称的氯桥的二聚结构。在这两种络合物中，镍原子均具有八面体环境，且两个卤化物配体具有顺式配位[av。NiCl= 241.6（1），平均 NiBr= 256.9（9）pm]，BBDHP为对称-顺式排列[av。Ni。Br = 256.9（9）pm]。NiS= 243.6（2），平均 Ni = N =
• Silver selectivity: a study of metal recognition in single and multiple phases
  作者：Joyce C. Lockhart、David J. Rushton

  DOI：10.1039/dt9910002633

  日期：——

  Thiaalkane-bridge bis(benzimidazoles) varying both in the nature of the bridge and in the pendant groups attached to secondary nitrogen have been synthesised to assess metal selectivity in single and multiple phases. The single-phase studies (H-1 NMR, fast atom bombardment mass spectroscopy) and molecular modelling were intended primarily to rationalise the trends observed in the multiple-phase (bulk liquid-membrane) experiments. Selectivity for silver ion was studied by all of these techniques, whilst the membrane experiments were extended to assess selectivity for cadmium, zinc, lead and copper ions. All of these metal salts (as nitrates) were assessed in the membrane experiments or in pairwise competition experiments. Some useful separations were effected, the most striking being that for silver ions over lead. The lack of comparison amongst the results from the methods chosen indicates that a full understanding of the complex kinetics of three-phase transport is still to be attained.
• ADDISON, A. W.;BURKE, P. J., J. HETEROCYCL. CHEM., 1981, 18, N 4, 803-805
  作者：ADDISON, A. W.、BURKE, P. J.

  DOI：——

  日期：——