poly(o-phenylenediselenide) | 107658-48-0

• 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: poly(o-phenylenediselenide)
• 英文别名: o-poly(diselenobenzene)；poly(o-diselenobenzene)；[1,2-benzenediselenolene]n；1,2-Benzenediselenol
• CAS: 107658-48-0
• 化学式: C₆H₄Se₂
• 分子量: 234.018
• InChiKey: QAZZQBPOCAWNLZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.73
• 重原子数：
  8
• 可旋转键数：
  0
• 环数：
  1.0
• 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：
  0

反应信息

• 作为反应物：
  描述：

  二氯二茂钛 、 poly(o-phenylenediselenide) 在 NaBH₄ 作用下， 以 甲醇 为溶剂， 以60%的产率得到titanocene diselenopyrocatecholate
  参考文献：
  名称：

  Structural flexibility of titanocene diselenolene complexes: Combined structural and VT NMR investigations

  摘要：

  A comparative investigation on five different Cp2Ti(diselenolene) complexes, i.e. Cp2Ti(Se(2)C(2)Z(2)) (Z=-CO2Me), Cp2Ti(Se(2)C(2)Z(CF3), CP2Ti(bds) (bds = 1,2-benzene-diselenato), CP2Ti(dsit) (dsit = 1,3-dithiole-2-thione-4,5-diselenato) and CP2Ti(ddds) (ddds = 5,6-dihydro- 1,4-dithiine-2,3-diselenato) is performed based on structural and variable-temperature NMR data. Preparation Of Cp2Ti[Se(2)C(2)Z(CF3)] involves the reaction of CP2TiSe5 with an excess of methyl-4,4,4-trifluorotetrolate while CP2Ti(bds) is obtained from the bds(2-) diselenolate and Cp2TiCl2. Their X-ray crystal structures have been determined, showing that Cp2Ti(bds) is not isostructural with the sulfur analog Cp2Ti(bdt). Similarly the structures Of Cp2Ti(dsit) and Cp2Ti(Se(2)C(2)Z(2)) were also determined from single crystal X-ray diffraction. All complexes exhibit a strong folding of the metallacycle along the Se center dot center dot center dot Se hinge, ranking from 47.8 degrees in Cp2Ti (Se(2)C(2)Z(2)) to 52.3 degrees in CP2Ti(ddds). VT NMR investigations on CP2Ti[Se(2)C(2)Z(CF3)] and Cp2Ti(ddds), complementing earlier results on the other complexes, show that the largest activation energies and associated folding angles are observed with the most electron rich diselenolenes (ddds, bds), a behavior closely related to that observed earlier in dithiolene complexes. (c) 2007 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2007.06.040

文献信息

• Paramagnetic Oxotungsten(V) Complexes Containing the Hydrotris(3,5-dimethylpyrazol-1-yl)borate Ligand
  作者：Stephen Sproules、Aston A. Eagle、Michelle K. Taylor、Robert W. Gable、Jonathan M. White、Charles G. Young

  DOI：10.1021/ic200161m

  日期：2011.5.16

  Tp* = hydrotris(3,5-dimethylpyrazol-1-yl)borate], was prepared by metathesis with the respective alkali-metal salt of X−/XY2− or (NHEt3)2(qdt). The complexes were characterized by microanalysis, mass spectrometry, electrochemistry, IR, electron paramagnetic resonance (EPR), and electronic absorption spectroscopies, and X-ray crystallography (for X = Y = OPh−, PP−, SPh−; XY = bds2−). The six-coordinate

  Tp * WO 2 Cl与三氯化硼在回流甲苯中的高产率反应合成了天蓝色的Tp * WOCl 2。通过热脱羰，然后在乙腈中进行空中氧化Tp * WI（CO）3，制得深红色Tp * WOI 2。从这些前体，广泛的一系列单核tungstenyl配合物，TP * WOXY [X =氯-，Y = OPH -，SPh上- ; X = Y = OPH -，2-（Ñ -丙基） -苯酚（PP - ），SPh上-，SEPH - ; XY =甲苯3,4-二硫代甲酸酯（tdt 2-），喹喔啉-2,3-二硫代甲酸酯（qdt 2-），1,2-二苯醚磺酸苯酯（bds 2−）; TP * =氢三（3,5-二甲基吡唑-1-基）硼酸酯]，制备通过复分解与X的相应的碱金属盐- / XY 2-或（NHEt 3）2（QDT）。通过元素分析，质谱法，电化学，红外，电子顺磁共振（EPR），和电子吸收光谱和X-射线晶体学（对于X = Y
• Sandman, Daniel J.; Allen, Gregory W.; Acampora, Lewis A., Inorganic Chemistry, 1987, vol. 26, # 11, p. 1664 - 1669
  作者：Sandman, Daniel J.、Allen, Gregory W.、Acampora, Lewis A.、Stark, James C.、Jansen, Susan、Jones, M. Thomas、Ashwell, Geoffrey J.、Foxman, Bruce M.

  DOI：——

  日期：——
• Synthesis, Structure, and Dissociation Equilibrium of [Co(η⁵-C₅H₅)(Se₂C₆H₄)]₂, a Novel Metalladiselenolene Complex
  作者：Satoru Habe、Teppei Yamada、Takuya Nankawa、Jun Mizutani、Masaki Murata、Hiroshi Nishihara

  DOI：10.1021/ic025865n

  日期：2003.3.1

  A (phenylenediselenolato)cobalt complex dimer, [Co(eta(5)-C5H5)(Se2C6H4)](2) (1), was synthesized by a reaction of carbonyl(eta(5)-cyclopentadienyl)diiodocobalt(III) ([Co(eta(5)-C5H5)I-2(CO)]) with poly(o-diselenobenzene). The structure of 1, determined by single-crystal X-ray crystallography, was found to be located in the space group of P2(1)/c (No. 14), with a = 9.3346(5) Angstrom, b = 11.6477(g) Angstrom, c = 10.2179(5) Angstrom, beta = 111.491(1)degrees, and Z= 2. Covalent Co-Se bonds bridge the metal centers. In solution, dimers and monomers coexist at equilibrium. The dissociation equilibrium constant of 1 in solution was evaluated by H-1 NMR spectra at several temperatures between 20 and 80degreesC. Dissociation enthalpies/entropies were found to be 50/110, 60/120, and 88 W mol(-1)/200 J K-1 mol(-1) in dimethyl sulfoxide-d(6), benzene-d(6), and chloroform-d(1), respectively.
• Synthesis and characterization of diimine–diselenolene complexes of nickel and platinum: examining the influence of the chalcogenide atom
  作者：Sergey M. Dibrov、Robert E. Bachman

  DOI：10.1016/j.ica.2003.09.004

  日期：2004.3

  [(bpy)Pt(bds)], 1, (bpy-2,2'-bipyridine,bds-1,2-benenediselenolene) was prepared in good yield by the reaction of [(bpy)PtCl2] with bdsNa(2), which was generated in situ by reduction of oligomeric [bds](n). The analogous nickel complex [(bpy)Ni(bds)] (2), was generated in a similar fashion but could not be isolated cleanly. UV-Vis and electrochemical examination of these complexes show that the substitution of selenium atoms for sulfur atoms found in the related dithiolene complexes [(bpy)Pt(bdt)] (3), and [(bpy)Ni(bdt)] (4) (bdt= 1,2-benzenedithiolene) results in a small, but significant, alteration of the optical and electronic properties of this class of complexes. 1 was structurally characterized as both its CH2Cl2 solvate (P2(1)/n - a=8.5298(10) Angstrom, b=11.3461(2), c=19.1864(2), beta=99.309(10)degrees, V=1832.40(4) Angstrom(3), Z=4) and its DMSO solvate (P2(1)/c-a=11.1725(10) Angstrom, b=20.7304(10) Angstrom, c=8.3882(10) Angstrom, beta=99.926(10), V=1913.71(3) Angstrom(3), Z=4). With the exception of the incorporation of lattice solvent, both structures of 1 are essentially identical to that observed for 3 and 4 at both the molecular and supramolecular level. (C) 2003 Elsevier B.V. All rights reserved.
• Structural flexibility of titanocene diselenolene complexes: Combined structural and VT NMR investigations
  作者：Olivier Jeannin、Mitsushiro Nomura、Marc Fourmigué

  DOI：10.1016/j.jorganchem.2007.06.040

  日期：2007.9

  A comparative investigation on five different Cp2Ti(diselenolene) complexes, i.e. Cp2Ti(Se(2)C(2)Z(2)) (Z=-CO2Me), Cp2Ti(Se(2)C(2)Z(CF3), CP2Ti(bds) (bds = 1,2-benzene-diselenato), CP2Ti(dsit) (dsit = 1,3-dithiole-2-thione-4,5-diselenato) and CP2Ti(ddds) (ddds = 5,6-dihydro- 1,4-dithiine-2,3-diselenato) is performed based on structural and variable-temperature NMR data. Preparation Of Cp2Ti[Se(2)C(2)Z(CF3)] involves the reaction of CP2TiSe5 with an excess of methyl-4,4,4-trifluorotetrolate while CP2Ti(bds) is obtained from the bds(2-) diselenolate and Cp2TiCl2. Their X-ray crystal structures have been determined, showing that Cp2Ti(bds) is not isostructural with the sulfur analog Cp2Ti(bdt). Similarly the structures Of Cp2Ti(dsit) and Cp2Ti(Se(2)C(2)Z(2)) were also determined from single crystal X-ray diffraction. All complexes exhibit a strong folding of the metallacycle along the Se center dot center dot center dot Se hinge, ranking from 47.8 degrees in Cp2Ti (Se(2)C(2)Z(2)) to 52.3 degrees in CP2Ti(ddds). VT NMR investigations on CP2Ti[Se(2)C(2)Z(CF3)] and Cp2Ti(ddds), complementing earlier results on the other complexes, show that the largest activation energies and associated folding angles are observed with the most electron rich diselenolenes (ddds, bds), a behavior closely related to that observed earlier in dithiolene complexes. (c) 2007 Elsevier B.V. All rights reserved.