Z-α,β-bis(chlorodiisoprpylgermyl)styrene | 860801-91-8

• 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: Z-α,β-bis(chlorodiisoprpylgermyl)styrene
• 英文别名: chloro-[(Z)-2-[chloro-di(propan-2-yl)germyl]-1-phenylethenyl]-di(propan-2-yl)germane
• CAS: 860801-91-8
• 化学式: C₂₀H₃₄Cl₂Ge₂
• 分子量: 490.576
• InChiKey: VRKBGOUDZUARGA-ZHZULCJRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.16
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 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：

  Z-α,β-bis(chlorodiisoprpylgermyl)styrene 在 Na 作用下， 以 甲苯 为溶剂， 以10%的产率得到1,1,2,2-tetra-isopropyl-3-phenyl-1,2-digermacyclobut-3-ene
  参考文献：
  名称：

  Preparation, structural characterization of 1,2-digermacyclobut-3-enes, and their palladium-catalyzed insertion of alkynes

  摘要：

  1.2-Diaermacyclobut-3-enes were prepared by the treatment of Z-alpha,beta-bis(chlorodialkylgermyl)ethenes with Na metal in boiling toluene and their structures were fully established by spectroscopic methods coupled with X-ray crystallography. In the presence of an appropriate catalyst, 1,2-digermacyclobut-3-enes reacted smoothly with alkynes to give the corresponding insertion products, 1,4-digermacyclohexa-2,5-dienes in moderate to good yields. Conventional complexes, such as [Pd(PPh3)(4)] and [Pt(PPh3)(4)], serve as efficient catalysts. The mechanism of the insertion reaction of alkynes into the germanium-germanium bond of 1.2-digermacyclobut-3-enes is discussed in terms of a key intermediate, a 1,4-digerma-2-buten-1,4-diylpalladium. (c) 2005 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2005.03.022
• 作为产物：
  描述：

  1,1,2,2-tetraisopropyl-1,2-diphenyldigermane 在 4-ethyl-2,6,7-trioxa-1-phosphabicyclo[2.2.2]octane 、 [Pd(dibenzylidenacetone)2] 作用下， 以 甲苯 、 苯 为溶剂， 生成 Z-α,β-bis(chlorodiisoprpylgermyl)styrene
  参考文献：
  名称：

  Preparation, structural characterization of 1,2-digermacyclobut-3-enes, and their palladium-catalyzed insertion of alkynes

  摘要：

  1.2-Diaermacyclobut-3-enes were prepared by the treatment of Z-alpha,beta-bis(chlorodialkylgermyl)ethenes with Na metal in boiling toluene and their structures were fully established by spectroscopic methods coupled with X-ray crystallography. In the presence of an appropriate catalyst, 1,2-digermacyclobut-3-enes reacted smoothly with alkynes to give the corresponding insertion products, 1,4-digermacyclohexa-2,5-dienes in moderate to good yields. Conventional complexes, such as [Pd(PPh3)(4)] and [Pt(PPh3)(4)], serve as efficient catalysts. The mechanism of the insertion reaction of alkynes into the germanium-germanium bond of 1.2-digermacyclobut-3-enes is discussed in terms of a key intermediate, a 1,4-digerma-2-buten-1,4-diylpalladium. (c) 2005 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2005.03.022

文献信息

• Preparation, structural characterization of 1,2-digermacyclobut-3-enes, and their palladium-catalyzed insertion of alkynes
  作者：Kunio Mochida、Hironori Karube、Masato Nanjo、Yasuhiro Nakadaira

  DOI：10.1016/j.jorganchem.2005.03.022

  日期：2005.6

  1.2-Diaermacyclobut-3-enes were prepared by the treatment of Z-alpha,beta-bis(chlorodialkylgermyl)ethenes with Na metal in boiling toluene and their structures were fully established by spectroscopic methods coupled with X-ray crystallography. In the presence of an appropriate catalyst, 1,2-digermacyclobut-3-enes reacted smoothly with alkynes to give the corresponding insertion products, 1,4-digermacyclohexa-2,5-dienes in moderate to good yields. Conventional complexes, such as [Pd(PPh3)(4)] and [Pt(PPh3)(4)], serve as efficient catalysts. The mechanism of the insertion reaction of alkynes into the germanium-germanium bond of 1.2-digermacyclobut-3-enes is discussed in terms of a key intermediate, a 1,4-digerma-2-buten-1,4-diylpalladium. (c) 2005 Elsevier B.V. All rights reserved.