p-anisyl(1,2,3-tri-tert-butylcycloprop-2-en-1-yl)dichlorogermane | 879502-77-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: p-anisyl(1,2,3-tri-tert-butylcycloprop-2-en-1-yl)dichlorogermane
• 英文别名: Dichloro-(4-methoxyphenyl)-(1,2,3-tritert-butylcycloprop-2-en-1-yl)germane；dichloro-(4-methoxyphenyl)-(1,2,3-tritert-butylcycloprop-2-en-1-yl)germane
• CAS: 879502-77-9
• 化学式: C₂₂H₃₄Cl₂GeO
• 分子量: 458.007
• InChiKey: UHYYNQFEFWDQFC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.01
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  p-anisyl(1,2,3-tri-tert-butylcycloprop-2-en-1-yl)dichlorogermane 、 t-butyldimethylsilane 在 potassium 作用下， 以 苯 为溶剂， 以15%的产率得到p-anisyl(tert-butyldimethylsilyl)(1,2,3-tri-tert-butylcycloprop-2-en-1-yl)germane
  参考文献：
  名称：

  Experimental evidence and bond characterization of a cyclopropenylgermylene

  摘要：

  The reduction of p-anisyl(1,2,3-tri-tert-butylcycloprop-2-en-1-yl)dichlorogermane (1) with potassium in the presence of an excess of tert-butyldimethylpsilane in benzene under reflux gave p-anisyl(tert-butyldimethylsilyl)(1,2,3-tri-tert-butylcycloprop-2-en-1-yl)germane (4) in 15% yield. The formation of 4 indicates that p-anisyl( 1, 2,3-tri-tert-butylcycloprop-2-en-1-yl)germylene (2), which is the first example of a (cycloprop-2-en-1-yl)germylene derivative, was generated and trapped by the hydrosilane. The DFT calculations revealed that the cis-2-p-anisyl-1,3,4-tri-tet-t-butyl-2-gerinabicyclo[1.1.0]butane-2,4-diyl structure cis-5 is 8.0 kJ/mol more stable than cis-2. The NBO analysis revealed that cis-5 has a 2-germabicyclo[1.1.0]butane diradical character. (c) 2005 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2005.09.041
• 作为产物：
  描述：

  tri-tert-butylcyclopropenylium tetrafluoroborate 在 三氯化铝 H₂O 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 生成 p-anisyl(1,2,3-tri-tert-butylcycloprop-2-en-1-yl)dichlorogermane
  参考文献：
  名称：

  Experimental evidence and bond characterization of a cyclopropenylgermylene

  摘要：

  The reduction of p-anisyl(1,2,3-tri-tert-butylcycloprop-2-en-1-yl)dichlorogermane (1) with potassium in the presence of an excess of tert-butyldimethylpsilane in benzene under reflux gave p-anisyl(tert-butyldimethylsilyl)(1,2,3-tri-tert-butylcycloprop-2-en-1-yl)germane (4) in 15% yield. The formation of 4 indicates that p-anisyl( 1, 2,3-tri-tert-butylcycloprop-2-en-1-yl)germylene (2), which is the first example of a (cycloprop-2-en-1-yl)germylene derivative, was generated and trapped by the hydrosilane. The DFT calculations revealed that the cis-2-p-anisyl-1,3,4-tri-tet-t-butyl-2-gerinabicyclo[1.1.0]butane-2,4-diyl structure cis-5 is 8.0 kJ/mol more stable than cis-2. The NBO analysis revealed that cis-5 has a 2-germabicyclo[1.1.0]butane diradical character. (c) 2005 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2005.09.041

文献信息

• Experimental evidence and bond characterization of a cyclopropenylgermylene
  作者：Shinobu Tsutsui、Hiromasa Tanaka、Eunsang Kwon、Shigeki Matsumoto、Kenkichi Sakamoto

  DOI：10.1016/j.jorganchem.2005.09.041

  日期：2006.2

  The reduction of p-anisyl(1,2,3-tri-tert-butylcycloprop-2-en-1-yl)dichlorogermane (1) with potassium in the presence of an excess of tert-butyldimethylpsilane in benzene under reflux gave p-anisyl(tert-butyldimethylsilyl)(1,2,3-tri-tert-butylcycloprop-2-en-1-yl)germane (4) in 15% yield. The formation of 4 indicates that p-anisyl( 1, 2,3-tri-tert-butylcycloprop-2-en-1-yl)germylene (2), which is the first example of a (cycloprop-2-en-1-yl)germylene derivative, was generated and trapped by the hydrosilane. The DFT calculations revealed that the cis-2-p-anisyl-1,3,4-tri-tet-t-butyl-2-gerinabicyclo[1.1.0]butane-2,4-diyl structure cis-5 is 8.0 kJ/mol more stable than cis-2. The NBO analysis revealed that cis-5 has a 2-germabicyclo[1.1.0]butane diradical character. (c) 2005 Elsevier B.V. All rights reserved.