tetrapropadienyltin | 14657-29-5

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机过渡后金属化合物
• 英文名称: tetrapropadienyltin
• 英文别名: tetrapropadienyl stannane；Tetrakis(prop-2-ynyl)stannane；tetrakis(prop-2-ynyl)stannane
• CAS: 14657-29-5
• 化学式: C₁₂H₁₂Sn
• 分子量: 274.937
• InChiKey: QIZBLBFCWKLZDU-UHFFFAOYSA-N

物化性质

• 沸点：
  281.8±7.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.96
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  0.0
• 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：

  苯甲醛二甲缩醛 、 tetrapropadienyltin 在 三氟乙酸 作用下， 以 甲醇 为溶剂， 反应 24.0h， 以74%的产率得到1-苯基-3-丁炔-1-醇
  参考文献：
  名称：

  A Highly Atom Efficient, Solvent Promoted Addition of Tetraallylic, Tetraallenic, and Tetrapropargylic Stannanes to Carbonyl Compounds

  摘要：

  Tetraallylic, tetraallenic, and tetrapropargylic stannanes (0.25 equiv) react with aldehydes in methanol to provide unsaturated alcohols in good to excellent yields (56-99%). These reactions proceed exclusively with allylic rearrangement for tetra(2-butenyl)tin 2b and tetra(1,2-butadienyl)tin 16c and predominantly with allylic rearrangement for tetrapropadienyltin 16a and tetra(2-butynyl)tin 6e. Allylation. reactions also proceeded smoothly with reactive ketones such as ethyl pyruvate (9a) and cyclohexanone (9b). The corresponding TFA-catalyzed reactions of dimethyl acetals 4d and 4e are regiospecific with allylic rearrangement.

  DOI：

  10.1021/jo015904x
• 作为产物：
  描述：

  bromoallene 、 四氯化锡 在 magnesium 作用下， 以 not given 为溶剂， 生成 tetrapropadienyltin
  参考文献：
  名称：

  A novel mode of access to polyfunctional organotin compounds and their reactivity in Stille cross-coupling reaction

  摘要：

  Mono-, di-, tri- and tetra-functional organotin compounds were easily prepared in a sonicated Barbier reaction using ultrasound technology via coupling reaction of organo halides with tin halides (Bu3SnCl, Bu2SnCl2, BuSnCl3, SnCl4) mediated by magnesium metal. The di- and tri- functional organotin compounds were tested in a Stille cross-coupling reaction in order to ascertain how many groups were transferred. (C) 2009 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2009.03.030

文献信息

• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: Sn: Org.Verb.1, 1.1.1.14.3, page 136 - 139
  作者：

  DOI：——

  日期：——
• GB1135455
  申请人：——

  公开号：——

  公开（公告）日：——
• Masson, J. C.; Quan, M. Le; Cadiot, P., Bulletin de la Societe Chimique de France
  作者：Masson, J. C.、Quan, M. Le、Cadiot, P.

  DOI：——

  日期：——
• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: Sn: Org.Verb.1, 1.1.1.15, page 139 - 141
  作者：

  DOI：——

  日期：——
• A novel mode of access to polyfunctional organotin compounds and their reactivity in Stille cross-coupling reaction
  作者：Sandrine Lamandé-Langle、Mohamed Abarbri、Jérôme Thibonnet、Alain Duchêne

  DOI：10.1016/j.jorganchem.2009.03.030

  日期：2009.7

  Mono-, di-, tri- and tetra-functional organotin compounds were easily prepared in a sonicated Barbier reaction using ultrasound technology via coupling reaction of organo halides with tin halides (Bu3SnCl, Bu2SnCl2, BuSnCl3, SnCl4) mediated by magnesium metal. The di- and tri- functional organotin compounds were tested in a Stille cross-coupling reaction in order to ascertain how many groups were transferred. (C) 2009 Elsevier B.V. All rights reserved.