triphenyl(1,2,3-tri-tert-butylcycloprop-2-ene-1-yl)germane | 879502-86-0

• 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: triphenyl(1,2,3-tri-tert-butylcycloprop-2-ene-1-yl)germane
• 英文别名: 3-triphenylgermyl-1,2,3-tri-tert-butylcyclopropene；Triphenyl(1,2,3-tri-tert-butylcycloprop-2-en-1-yl)germane；triphenyl-(1,2,3-tritert-butylcycloprop-2-en-1-yl)germane
• CAS: 879502-86-0
• 化学式: C₃₃H₄₂Ge
• 分子量: 511.286
• InChiKey: JLDKDDFTUUXVQV-UHFFFAOYSA-N

物化性质

• 熔点：
  262-263 °C
• 沸点：
  529.5±53.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.35
• 重原子数：
  34
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  三苯基氯化锗 在 H₂O 作用下， 以 四氢呋喃 为溶剂， 生成 triphenyl(1,2,3-tri-tert-butylcycloprop-2-ene-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

文献信息

• Synthesis and solid state structures of tri-t-butyl-cyclopropenyl derivatives of main group elements: Cyp*MPh3 (M=Si, Ge, Sn)
  作者：Zi-Ye Hua、Joel T. Mague、Mark J. Fink

  DOI：10.1016/j.jorganchem.2005.12.029

  日期：2006.3

  the cyclopropenyl compounds Cyp*MPh3 as air and moisture stable solids in 11%, 74%, and 77% yields, respectively. Attempts to prepare Cyp*PbPh3 by this method were unsuccessful. The X-ray crystal structures of all three of these compounds were obtained. The M–C(Cyp*) bond distances increase with the order: Sn–C (2.19 Å) > Ge–C (2.00 Å) > Si–C (1.91 Å). A high degree of steric strain is evidenced for

  的pH下反应3 MLI（M =硅，锗，和Sn）与三吨  -butylcyclopropenium四氟硼酸盐（CYP * BF4-）给出了环丙烯基化合物的Cyp * MPh的3如在11％空气和湿气稳定的固体，74％，和77％的收率。用这种方法制备Cyp * PbPh 3的尝试失败。获得了所有这三种化合物的X射线晶体结构。M–C（Cyp *）的键距按以下顺序增加：Sn–C（2.19Å）> Ge–C（2.00Å）> Si–C（1.91Å）。对于形成环外键角（Si–C（Cyp *）– C（tBu））为121.6°。据信硅类似物的高度立体应变是导致其合成的低产率的原因。