Spiro-<9,9'>-bis- | 159-69-3

• 分子结构分类: 有机化合物 - 苯类化合物
• 英文名称: Spiro-<9,9'>-bis-
• 英文别名: spirostannabifluorene；spirostannafluorene
• CAS: 159-69-3
• 化学式: C₂₄H₁₆Sn
• 分子量: 423.101
• InChiKey: IVEQYKVJZYYJOE-UHFFFAOYSA-N

物化性质

• 熔点：
  320-322 °C (decomp)(Solv: hexane (110-54-3); benzene (71-43-2))

计算性质

• 辛醇/水分配系数(LogP)：
  3.02
• 重原子数：
  25
• 可旋转键数：
  0
• 环数：
  6.0
• 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：

  Spiro-<9,9'>-bis- 、 碘甲烷 以 四氢呋喃 、 乙醚 、 氘代苯 为溶剂， 生成
  参考文献：
  名称：

  Synthesis and Structure of Pentaorganostannate Having Five Carbon Substituents

  摘要：

  The reaction of spirostannabifluorene with methyllithium gave lithium pentaorganostannate, which is an intermediate of the transmetalation reaction on the tin atom and the first example of a stable pentaorganostannate having five carbon substituents. The X-ray structural analysis reveals its slightly distorted trigonal bipyramidal structure, the apical bonds of which have a considerable s character. The unique structure of the lithium pentaorganostannate is also discussed by the aid of theoretical calculations.

  DOI：

  10.1021/ja072478+
• 作为产物：
  描述：

  溴化锡 、 biphenyl-2,2'-diyl-bis-lithium 以 乙醚 为溶剂， 以21.2%的产率得到Spiro-<9,9'>-bis-
  参考文献：
  名称：

  Gelius, R., Chemische Berichte, 1960, vol. 93, p. 1759 - 1768

  摘要：

  DOI：

文献信息

• Formation of Pentaorganostannates from Bis(2‐bromo‐2′‐biphenyl)stannanes and <i>tert</i> ‐Butyllithium upon Substitution of Alkyl and Aryl Groups on Tin Atoms
  作者：Masaichi Saito、Sanae Imaizumi、Tomoyuki Tajima

  DOI：10.1002/ejic.201000089

  日期：2010.5

  dialkyldichlorostannanes leads to the extrusion of aryl and alkyl groups on the tin atom, affording 9-stannafluorene derivatives bearing biphenyl groups. The intermediates of the reactions were assigned to the corresponding pentaorganostannates, which were characterized by NMR spectroscopy. Unexpectedly, the dissociation of the aryl and alkyl groups from the tin atoms in intramolecular nucleophilic substitution reactions

  双（2-溴-2'-联苯）锡烷 1 与叔丁基锂在二芳基-和二烷基二氯锡烷存在下的反应导致锡原子上的芳基和烷基挤出，得到带有联苯基的 9-锡芴衍生物. 反应的中间体被指定为相应的五有机锡酸盐，通过核磁共振光谱对其进行表征。出乎意料的是，在分子内亲核取代反应中，芳基和烷基与锡原子的离解比分子间亲核取代反应中的氯离子更可取。
• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: Sn: Org.Verb.3, 1.1.6.5, page 125 - 131
  作者：

  DOI：——

  日期：——
• Gelius, R., Chemische Berichte, 1960, vol. 93, p. 1759 - 1768
  作者：Gelius, R.

  DOI：——

  日期：——
• Synthesis and Structure of Pentaorganostannate Having Five Carbon Substituents
  作者：Masaichi Saito、Sanae Imaizumi、Tomoyuki Tajima、Kazuya Ishimura、Shigeru Nagase

  DOI：10.1021/ja072478+

  日期：2007.9.1

  The reaction of spirostannabifluorene with methyllithium gave lithium pentaorganostannate, which is an intermediate of the transmetalation reaction on the tin atom and the first example of a stable pentaorganostannate having five carbon substituents. The X-ray structural analysis reveals its slightly distorted trigonal bipyramidal structure, the apical bonds of which have a considerable s character. The unique structure of the lithium pentaorganostannate is also discussed by the aid of theoretical calculations.