1,6-bis-(3,5-dimethyl-1-pyrazolyl)-2,5-dithiahexane | 137198-42-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1,6-bis-(3,5-dimethyl-1-pyrazolyl)-2,5-dithiahexane
• 英文别名: 1,6-bis(3,5-dimethyl-1-pyrazolyl)-2,5-dithiahexane；bddh；1-[2-[(3,5-dimethylpyrazol-1-yl)methylsulfanyl]ethylsulfanylmethyl]-3,5-dimethylpyrazole
• CAS: 137198-42-6
• 化学式: C₁₄H₂₂N₄S₂
• 分子量: 310.487
• InChiKey: OXXYPAUWVPVLJA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  20
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  86.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,6-bis-(3,5-dimethyl-1-pyrazolyl)-2,5-dithiahexane 、 copper(II) nitrate 以 not given 为溶剂， 生成 {Cu(1,6-bis(3,5-dimethyl-1-pyrazolyl)-2,5-dithiahexane)(dinitrate)}
  参考文献：
  名称：

  Copper coordination compounds of the ligand 1,6-bis(3,5-dimethyl-1-pyrazolyl)-2,5-dithiahexane (bddh). X-ray structures of [Cu(bddh)]2(BF4)2, [Cu(bddh)Cl]2CuCl4 and [Cu(bddh)(3,5-dimethylpyrazole)](BF4)2

  摘要：

  The new ligand 1,6-bis(3,5-dimethyl-1-pyrazolyl)-2,5-dithiahexane (bddh) rendered the following coordination compounds with copper(I) and copper(II) salts: Cu(bddh)(NO3)2, [Cu(bddh)(H2O)](BF4)2, [Cu(bddh)Cl]2CuCl4, [Cu(bddh)(Hdmpz)](BF4)2 (Hdmpz = 3,5-dimethylpyrazole), [Cu(bddh)Cl]BF4, [Cu(bddh)]2(BF4)2, Cu(bddh)Cl and Cu(bddh)Br. The compound [Cu(bddh)Cl]2CuCl4 crystallizes from ethanol in the monoclinic space group Cc, with a = 19.018(4), b = 14.840(3), c = 14.963(3) angstrom, beta = 100.24(2), V = 4158 angstrom 3, Z = 4 and D(calc) = 1.63 g cm-3. The refinement using 5145 measured and 1826 observed (F > 2-sigma(F) reflections resulted in the R values 0.062 (R) and 0.068 (R(w)). The asymmetric unit consists of two [Cu(bddh)Cl]+ cations and a CuCl4(2-) anion. The copper(II) atom in [Cu(bddh)Cl]+ cation is coordinated by two pyrazole nitrogen atoms in trans position (1.991(9) and 1.98(1) angstrom), two thioether atoms in cis position (2.422(3) and 2.480(3) angstrom) and one chloride atom (2.249(4) angstrom) in a distorted trigonal bipyramid with the nitrogen donors on axial positions and the two sulfurs and chloride in the equatorial plane. The tetrahedral CuCl4(2-) anion lies in disorder. The compound [Cu(bddh)(Hdmpz)](BF4)2 crystallizes from ethanol in the monoclinic space group P2(1)/c, with a = 18.360(3), b = 9.419(3), c = 16.068(2) angstrom, beta = 100.29(1), V = 2734 angstrom 3, Z = 4 and D(calc) = 1.55 g cm-3. The refinement using 6883 measured and 2326 observed (F > 2-sigma(F)) reflections resulted in the R values 0.55 (R) and 0.061 (R(w)). The asymmetric unit consists of a [Cu(bddh)(Hdmpz)]2+ cation and two tetrafluoroborate anions. The copper(II) atom is coordinated by three pyrazole nitrogen atoms (1.987(6) and 1.962(6) angstrom; Hdmpz: 1.977(6) angstrom) and two sulfur atoms (2.478(2) and 2.404(3) angstrom) in a distorted trigonal bipyramid, with the ligand pyrazole groups on axial positions. The copper(I) compound [Cu(bddh)]2(BF4)2 crystallizes from ethanol in the monoclinic space group C2/c, with a = 22.679(2), b = 12.766(2), c = 14.213(2) angstrom, beta = 106.69(1), V = 3942 angstrom 3, Z = 8 and D(calc) = 1.55 g cm-3. The refinement using 1495 observed (F > 2.5-sigma(F)) reflections resulted in the R values 0.049 (R) and 0.082 (R(w)). The cationic part of the compound is dinuclear with C2 symmetry. The copper(I) ions are 4.603(3) angstrom apart. Each copper(I) ion is coordinated by a pyrazole nitrogen atom at 2.067(6) angstrom and two thioether atoms at 2.426(2) and 2.333(3) angstrom from one ligand and by a pyrazole nitrogen at 1.980(8) angstrom of another ligand in a strongly distorted tetrahedral fashion. Spectroscopic results strongly suggest that the compounds [Cu(bddh)(H2O)](BF4)2 and [Cu(bddh)Cl]BF4 contain the trigonal bipyramidal [Cu(bddh)A] unit (A = anion), as present in [Cu(bddh)Cl]2CuCl4 and [Cu(bddh)(Hdmpz)](BF4)2. The compounds Cu(bddh)Cl and Cu(bddh)Br are IR and X-ray isomorphous.

  DOI：

  10.1016/s0020-1693(00)85424-9

文献信息

• Coordination compounds of the ligand 1,6-bis(3,5-dimethyl-1-pyrazolyl)-2,5-dithiahexane (bddh) with divalent nickel, cobalt and zinc salts. X-ray crystal structure of Co(bddh)(NCS)2
  作者：W.G. Haanstra、W.L. Driessen、J. Reedijk、R. Fröhlich、B. Krebs

  DOI：10.1016/s0020-1693(00)85441-9

  日期：1991.7

  5-dimethyl-1-pyrazolyl)-2,5-dithiahexane (abbreviated bddh) forms the coordination compounds (Co, Ni, Zn)(bddh)Cl 2 , (Ni, Co)(bddh)(NCS) 2 and [Ni(bddh)(NO 3 ) 2 ](H 2 0) 2 . The X-ray crystal structure of Co(bddh)(NCS) 2 was determined at room temperature: tetragonal, space group P4 1 2 1 2, a = b =9.083(1), c =26.447(3) A, α=β=γ=90.0°, Z =4. The structure was solved by Patterson methods and refined by least-squares

  摘要N 2 S 2配体1,6-双（3,5-二甲基-1-吡唑基）-2,5-二硫己烷（缩写bddh）形成配位化合物（Co，Ni，Zn）（bddh）Cl 2， （Ni，Co）（bddh）（NCS）2和[Ni（bddh）（NO 3）2]（H 2 0）2。在室温下测定Co（bddh）（NCS）2的X射线晶体结构：四方晶系，空间群P4 1 2 1 2，a = b = 9.083（1），c = 26.447（3）A，α= β＝γ＝ 90.0°，Z ＝ 4。通过Patterson方法对结构进行了解析，并通过最小二乘法将其精炼为残差R值0.038（R）和0.021（R w），对4808个测量值，2313个独立值和1999年观察到的拟合优度为2.27（F ρ4.0σ（F））反射。钴（II）离子具有扭曲的八面体CoN 2 N'2 S 2几何形状，与其配体场光谱一致。配体通过两个反式吡唑N原子和两个顺式硫原子螯合
• Synthesis of new platinum(II) complexes containing hybrid thioether–pyrazole ligands: Structural analysis by 1H and 13C{1H} NMR spectroscopy and X-ray crystal structures
  作者：Antonio de Leon、Josefina Pons、Jordi García-Antón、Xavier Solans、Mercè Font-Bardia、Josep Ros

  DOI：10.1016/j.ica.2006.10.035

  日期：2007.4

  Treatment of the ligands 1,8-bis(3,5-dimethyl-1-pyrazolyl)-3,6-dithiaoctane (bddo), 1,9-bis(3,5-dimethyl-1-pyrazolyl)-3,7-dithianonane (bddn), and 1,6-bis(3,5-dimethyl-1-pyrazolyl)-2,5-dithiahexane (bddh) with several platinum starting materials as K2PtCl4, PtCl2, [PtCl2(CH3CN)(2)] and [PtCl2(PhCN)(2)] was developed under different conditions. The reactions did not yield pure products. The ratio of the NSSN, NS, SS, NN, and 2NS isomers has been calculated through NMR experiments. Treatment of the mixtures of complexes with NaBPh4 affords [Pt(NSSN)](BPh4)(2) (NSSN = bddo, bddn). These Pt(II) complexes have been characterised by elemental analyses, conductivity measurements, IR and H-1 and C-13 NMR spectroscopy. The X-ray structures of the complexes Pt(NSSN)]BPh4)(2) (NSSN = bddo, bddn) have also been determined. In these complexes, the metal atom is tetracoordinated by the two azine nitrogen atoms of the pyrazole rings and two thioether sulfur atoms. When the [Pt(NSSN)](BPh4)(2) (NSSN = bddo, bddn) complexes were heated under reflux in a solution of Et4NBr in CH2Cl2/CH3OH (1:1), a mixture of isomers was obtained. (c) 2006 Elsevier B.V. All rights reserved.
• Synthesis of New PdII Complexes Containing Thioether−Pyrazole Hemilabile Ligands − Structural Analysis by 1H and 13C NMR Spectroscopy and Crystal Structures of [PdCl2(bddo)] and [Pd(bddo)](BF4)2 [bddo = 1,8-Bis(3,5-dimethyl-1-pyrazolyl)-3,6-dithiaoctane]
  作者：Jordi García-Antón、Josefina Pons、Xavier Solans、Mercè Font-Bardia、Josep Ros

  DOI：10.1002/1099-0682(200212)2002:12<3319::aid-ejic3319>3.0.co;2-l

  日期：2002.12