triphenylbismuth dibenzoate | 57997-58-7

• 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 dibenzoate
• CAS: 57997-58-7
• 化学式: C₃₂H₂₅BiO₄
• 分子量: 682.529
• InChiKey: HOHXFXWLRHDLJA-UHFFFAOYSA-L

计算性质

• 辛醇/水分配系数(LogP)：
  4.82
• 重原子数：
  37
• 可旋转键数：
  9
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  triphenylbismuth dibenzoate 反应 80.0h， 生成 苯甲酸苯酯
  参考文献：
  名称：

  Dodonov, V. A.; Gushchin, A. V.; Brilkina, T. G., Journal of general chemistry of the USSR, 1985, vol. 55, # 1, p. 63 - 68

  摘要：

  DOI：
• 作为产物：
  描述：

  三苯基铋 在 叔丁基过氧化氢 、 苯甲酸 作用下， 以 乙醚 为溶剂， 以87%的产率得到triphenylbismuth dibenzoate
  参考文献：
  名称：

  Dodonov, V. A.; Gushchin, A. V.; Brilkina, T. G., Journal of general chemistry of the USSR, 1985, vol. 55, p. 63 - 68

  摘要：

  DOI：

文献信息

• Palladium-Catalyzed C-Phenylation of Methyl Acrylate with Triphenylbismuth Dicarboxylates
  作者：Yu. B. Malysheva、D. V. Moiseev、A. V. Gushchin、V. A. Dodonov

  DOI：10.1007/s11176-005-0507-4

  日期：2005.11

  A new catalytic reaction of C-phenylation of methyl acrylate with bismuth derivatives Ph3Bi(O2CR)2 (R = H, Me, Et, Bu, CF3, Ph) or Ph3BiCl2 in a 3 : 1 ratio was studied. The reaction was performed in the presence of 4 mol % palladium compounds PdCl2, Pd(OAc)2, Pd2(dba)3, Pd(Ph3P)2Cl2, and PdLCl2 (L = dppm, dppe, dppp, dppb, dppf, binap, xantphos) at 50°C in CH3CN, DMF, THF, or CH2Cl2 and gave methyl cinnamate (yield up to 85% based on the starting bismuth compound), diphenyl (up to 138%), and benzene (up to 59%).

  研究了一种新的催化反应，即利用铋衍生物 Ph3Bi(O2CR)2 (R = H, Me, Et, Bu, CF3, Ph) 或 Ph3BiCl2 以 3 : 1 的比例对丙烯酸甲酯进行 C-芳基化反应。该反应在 50°C 下，在 CH3CN、DMF、THF 或 CH2Cl2 中，存在 4 mol % 的铂化合物 PdCl2、Pd(OAc)2、Pd2(dba)3、Pd(Ph3P)2Cl2 和 PdLCl2（L = dppm、dppe、dppp、dppb、dppf、binap、xantphos）时进行，获得甲基桂皮酸酯（基于起始铋化合物的产率高达 85%）、二苯（最高 138%）和苯（最高 59%）。
• Thermodynamic Properties of Triphenylbismuth Dibenzoate Ph3Bi(OC(O)Ph)2 and Triphenylantimony Dibenzoate Ph3Sb(OC(O)Ph)2
  作者：A. V. Markin、D. V. Lyakaev、N. N. Smirnova、A. V. Gushchin、V. V. Sharutin、O. K. Sharutina

  DOI：10.1134/s0036024421110145

  日期：2021.11

  K using precision adiabatic vacuum and differential scanning calorimeters. It is found that the melts with decomposition in the considered range of temperatures, and its standard thermodynamic characteristics are analyzed. Standard thermodynamic functions of Ph3Bi(OC(O)Ph)2 in the crystalline state from Т → 0 to 417 K are calculated using the obtained experimental data. The chain-planar topological

  摘要 使用精密绝热真空和差示扫描量热计，首次在Т = (6 和 480) K范围内测量了三苯基二苯甲酸铋Ph 3 Bi(OC(O)Ph) 2的热容量的温度依赖性。发现在所考虑的温度范围内发生分解的熔体，并对其标准热力学特性进行了分析。Ph 3 Bi(OC(O)Ph) 2结晶态的标准热力学函数来自Т→ 0 到 417 K 使用获得的实验数据计算。该化合物的链平面拓扑结构是通过对低温热容进行多重分形处理而建立的。这些数据用于确定在T = 298.15 K 时，晶体状态下化合物的标准生成熵 ∆ f S °。比较了二苯甲酸三苯铋和二苯甲酸三苯锑的热力学性质，以及化合物的熔融热力学特性。
• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: Bi: Org.Verb., 1.3.1.2.8.2, page 41 - 42
  作者：

  DOI：——

  日期：——
• Study of homo- and cross-coupling competition in the reaction of triarylbismuth(V) dicarboxylates with methyl acrylate in the presence of a palladium catalyst
  作者：Dmitry V. Moiseev、Yulia B. Malysheva、Andrey S. Shavyrin、Yury A. Kurskii、Aleksey V. Gushchin

  DOI：10.1016/j.jorganchem.2005.04.051

  日期：2005.8

  Triarylbismuth(V) derivatives Ar3Bi(O2CR)(2) (Ar = Ph, m-Tol, p-Tol; R = H, Me, Et, n-Bu, t-Bu, n-C5H11, CF3, CH2Cl, CCl3, Ph) were prepared in good to excellent yields by reaction of Ar3Bi with equimolar amounts of t-BuOOH in the presence of an acid. These compounds were tested in the C-arylation reaction of methyl acrylate, as a model substrate, in the presence of palladium catalyst (4 mol%). It was found that triphenylbismuth dicarboxylates are very active phenylating agents under mild conditions (20 degrees C). The effect of the carboxylic group, the effect of the nature of the palladium catalyst and the effect of oxygen on the reactivity of the organobismuth compounds and on the selectivity of the C-arylation reaction were studied. Methyl cinnamate, the C-phenylation product, and biphenyl, the homo-coupling by-product, were obtained in all cases. Triphenylbismuth divalerate Ph3Bi(O2CBu)(2) is the most reactive compound among the triphenylbismuth dicarboxylates studied. (c) 2005 Elsevier B.V. All rights reserved.
• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: Bi: Org.Verb., 1.3.1.2.2.1, page 15 - 21
  作者：

  DOI：——

  日期：——