triphenylbismuth dihydroxide | 4663-81-4

• 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 dihydroxide
• CAS: 4663-81-4
• 化学式: C₁₈H₁₇BiO₂
• 分子量: 474.312
• InChiKey: AADDUXLFPRQMCJ-UHFFFAOYSA-L

计算性质

• 辛醇/水分配系数(LogP)：
  1.85
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  2
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  triphenylbismuth dihydroxide 以 苯 为溶剂， 以10%的产率得到三苯基铋
  参考文献：
  名称：

  Diverse Structures and Remarkable Oxidizing Ability of Triarylbismuthane Oxides. Comparative Study on the Structure and Reactivity of a Series of Triarylpnictogen Oxides

  摘要：

  A systematic series of triarylbismuthane oxides was prepared in order to disclose their structure and reactivity, which have been compared with those of lighter pnictogen counterparts. X-ray crystallographic analysis of tris(2-methoxyphenyl)bismuthane oxide and tris(2-methoxyphenyl)stibane oxide revealed that they exist as dimers with a flat bis(mu-oxo) ring, implying that the polarized Bi+-O- and Sb+-O- bonds aggregate to attain electrostatic stabilization. In sharp contrast to their phosphorus, arsenic, and antimony counterparts, triarylbismuthane oxides are thermally unstable and possess a high oxidizing ability. In particular, the bismuthane oxides bearing ortho-substituted aryl ligands oxidized primary and. secondary alcohols to aldehydes and ketones, respectively, with high efficiency under mild conditions.

  DOI：

  10.1021/om0494115
• 作为产物：
  描述：

  水 、 三苯基二氯化铋 在 KO-t-Bu 作用下， 以 二氯甲烷 为溶剂， 以99%的产率得到triphenylbismuth dihydroxide
  参考文献：
  名称：

  Diverse Structures and Remarkable Oxidizing Ability of Triarylbismuthane Oxides. Comparative Study on the Structure and Reactivity of a Series of Triarylpnictogen Oxides

  摘要：

  A systematic series of triarylbismuthane oxides was prepared in order to disclose their structure and reactivity, which have been compared with those of lighter pnictogen counterparts. X-ray crystallographic analysis of tris(2-methoxyphenyl)bismuthane oxide and tris(2-methoxyphenyl)stibane oxide revealed that they exist as dimers with a flat bis(mu-oxo) ring, implying that the polarized Bi+-O- and Sb+-O- bonds aggregate to attain electrostatic stabilization. In sharp contrast to their phosphorus, arsenic, and antimony counterparts, triarylbismuthane oxides are thermally unstable and possess a high oxidizing ability. In particular, the bismuthane oxides bearing ortho-substituted aryl ligands oxidized primary and. secondary alcohols to aldehydes and ketones, respectively, with high efficiency under mild conditions.

  DOI：

  10.1021/om0494115

文献信息

• ——
  作者：V. V. Sharutin、O. K. Sharutina、I. V. Egorova、E. N. Ettenko

  DOI：10.1023/a:1013216810752

  日期：——

  Reactions of triphenylbismuth with sodium salts, acids, alkalies, and zinc are studied. In the first three cases Bi-O bond cleavage takes place, while zinc reduces the starting bismuth compounds to triphenylbismuth.
• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: Bi: Org.Verb., 1.3.1.2.8.2, page 41 - 42
  作者：

  DOI：——

  日期：——
• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: Bi: Org.Verb., 1.3.1.2.2.1, page 15 - 21
  作者：

  DOI：——

  日期：——
• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: Bi: SVol., 144, page 629 - 632
  作者：

  DOI：——

  日期：——
• Challenger, E.; Richards, O. V., Journal of the Chemical Society
  作者：Challenger, E.、Richards, O. V.

  DOI：——

  日期：——