triphenylbismuth ditoluene-p-sulphonate | 105071-77-0

• 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: triphenylbismuth ditoluene-p-sulphonate
• 英文别名: triphenylbismuth(V) tosylate；triphenylbismuth bis(4-methylbenzenesulfonate)；triphenylbismuth bis(4-toluenesulfonate)；Ph3Bi(OSO2C6H4Me-4)2
• CAS: 105071-77-0
• 化学式: C₃₂H₂₉BiO₆S₂
• 分子量: 782.691
• InChiKey: QDZAJZLHTCTFFT-UHFFFAOYSA-L

计算性质

• 辛醇/水分配系数(LogP)：
  4.53
• 重原子数：
  41
• 可旋转键数：
  9
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  104
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  triphenylbismuth ditoluene-p-sulphonate 以 水 、 丙酮 为溶剂， 生成 μ-oxo-bis(triphenylbismuth chloride)
  参考文献：
  名称：

  Synthesis, structure and reactions of μ-oxobis(arenesulfonatotriarylbismuth)

  摘要：

  醋酮中三芳基铋双（芳磺酸盐）的水解反应生成了通式为[Ar3Bi(OSO2Ar’)]2O（其中Ar=Ph，p-Tol；Ar’=Ph，C6H4Me-4，C6H3Me2-2,4，C6H3Me2-3,4）的铋衍生物。通过X射线衍射确定了μ-氧双[（3,4-二甲基苯磺酸根）三苯基铋]的结构。该分子具有中心对称线性结构，桥连氧原子位于反转中心。铋原子具有扭曲的三角双锥配位，桥连氧原子和芳磺酸根位于轴向位置。Bi-C和Bi-O的键长分别为2.200(2)、2.204(3)和2.442(2) Å，Bi-Obr的键长为2.067(1) Å。

  DOI：

  10.1007/s11176-005-0011-x
• 作为产物：
  描述：

  对甲苯磺酸一水合物 、 triphenylbismuth carbonate 以 丙酮 为溶剂， 以77%的产率得到triphenylbismuth ditoluene-p-sulphonate
  参考文献：
  名称：

  Barton, Derek H. R.; Bhatnagar, Neerja Yadav; Blazejewski, Jean-Claude, Journal of the Chemical Society. Perkin transactions I, 1985, p. 2657 - 2666

  摘要：

  DOI：

文献信息

• Ruether, R.; Huber, F.; Preut, H., Zeitschrift fur Anorganische und Allgemeine Chemie
  作者：Ruether, R.、Huber, F.、Preut, H.

  DOI：——

  日期：——
• Metallic copper catalysis of -arylation of amines by triarylbismuth diacylates
  作者：Derek H.R Barton、Jean-Pierre Finet、Jamal Khamsi

  DOI：10.1016/s0040-4039(00)84863-7

  日期：1986.1
• Palladium-catalyzed reaction of some triphenylbismuth(V) sulfonates and phenolates with methyl acrylate
  作者：A. V. Gushchin、Yu. B. Malysheva、D. Yu. Kosov、V. V. Sharutin

  DOI：10.1134/s1070363206080135

  日期：2006.8

  Triphenylbismuth(V) derivatives Ph3BiX2 [X = OC6H2(NO2)(3)-2,4,6, OC6H2(NO2-4)Br-2-2,6, OTs, OSO2C6H4OH-4] react with methyl acrylate and PdCl2 (1:3:0.04 molar ratio) in acetonitrile at 20 degrees C to form the cross-coupling products, methyl cinnamate (0.26-0.51 mol mol(-1) starting bismuth compound) and methyl hydrocinnamate (0-0.17 mol mol(-1)); diphenyl, the homocoupling product (0-0.13 mol mol(-1)); and benzene (0.02-0.15 mol mol(-1)). The reaction of Ph3Bi(OSO2C6H4OH-4)(2) is characterized by the selective formation of methyl cinnamate, but the reagent activity is low. Ph3Bi(OTs)2 exhibits the highest activity among the derivatives studied, but the reaction selectivity is low. The mechanisms of the palladium-catalyzed formation of homo- and cross-coupling products are proposed.
• Synthesis and structure of tetra- and triphenylbismuth arenesulfonates
  作者：V. V. Sharutin、O. K. Sharutina、I. V. Egorova、A. N. Kharsika、O. A. Lodochnikova、A. T. Gubaidullin、I. A. Litvinov

  DOI：10.1007/bf02498282

  日期：1999.12

  Tetraphenylbismuth arenesulfonates were synthesized by the reaction of pentaphenylantimony or -bismuth with triphenylbismuth bis(arenesulfonates). Triphenylbismuth bis(arenesulfonates) were synthesized by the reaction of triphenylbismuth with arenesulfonic acids in the presence of hydrogen peroxide. The crystal structures of the tetraphenylbismuth 2,5-dimethylbenzenesulfonate crystal hydrate (1), tetraphenylbismuth 3-carboxy-4-hydroxybenzenesulfonate (2), and triphenylbismuth bis(2,5-dimethylbenzenesulfonate) (3) were determined by X-ray diffraction analysis. The Bi atom in 1 has a tetrahedral coordination (bond angles vary from 106.6(6) to 111.9(10)degrees). The Bi coordination observed in 2 is intermediate between tetrahedral and trigonal-bipyramidal, and that in structure 3 is trigonal-bipyramidal, with the oxygen atoms in the axial positions. The Bi--O bond lengths are 2.19(2) and 2.27(2) Angstrom. In the crystal of 2, the anions form an infinite hydrogen-bonded chain.
• BARTON, D. H. R.;BHATNAGAR, NEERJA, YADAV;BLAZEJEWSKI, J. -C.;CHARPIOT, B+, J. CHEM. SOC. PERKIN TRANS., 1985, N 12, 2657-2665
  作者：BARTON, D. H. R.、BHATNAGAR, NEERJA, YADAV、BLAZEJEWSKI, J. -C.、CHARPIOT, B+

  DOI：——

  日期：——