5,7-di-tert-butyl-3,3-dimethyl-1-(2,4,6-tri-tert-butylphenyl)-2,3-dihydro-1H-benzo[b]germole | 114051-02-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 5,7-di-tert-butyl-3,3-dimethyl-1-(2,4,6-tri-tert-butylphenyl)-2,3-dihydro-1H-benzo[b]germole
• CAS: 114051-02-4
• 化学式: C₃₆H₅₈Ge
• 分子量: 563.447
• InChiKey: UCTDEOQSSQHXPS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.81
• 重原子数：
  37.0
• 可旋转键数：
  1.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为产物：
  描述：

  bis(2,4,6-tri-tert-butylphenyl)germanium(II) 在 TiCl₄ 作用下， 以 四氢呋喃 为溶剂， 生成 5,7-di-tert-butyl-3,3-dimethyl-1-(2,4,6-tri-tert-butylphenyl)-2,3-dihydro-1H-benzo[b]germole
  参考文献：
  名称：

  Bis(2,4,6-tri-tert-butylphenyl)germylene Reinvestigated:  Crystal Structure, Lewis Acid Catalyzed C−H Insertion, and Oxidation to an Unstable Germanone

  摘要：

  Bis(2,4,6-tri-tert-butylphenyl)germylene (1), which had been reported to undergo an insertion of the germanium atom into a C-H bond of an o-tert-butyl group at room temperature, was found to be quite Stable. Such a C-H insertion does occur in solution, forming germaindane 2, but only in the presence of a Lewis acid such as the starting material GeCl2. 1 can be stored unchanged at -30 degrees C for months; at 20 degrees C it decomposes within several weeks under release of 1,3,5-tri-tert-butylbenzene. Compound 1 was characterized by X-ray diffraction methods. The X-ray structure of 1 shows that the two aryl ligands have very different geometries: one aryl group is greatly distorted to give a ''boat'' form and the Ge atom is remote from any of the ring planes, while the second aryl group is only slightly deformed and the Ge atom Lies in the ring plane. UV/vis spectra exhibit an intense absorption at 430 nm in solution and at 405 nm in the solid state, which represents an enormous hypsochromic shift compared to other germylenes with bulky aryl ligands. Oxidation of 1 with trimethylamine N-oxide leads to a germanone, which rearranges very rapidly by a C-H insertion process yielding the germaindanol 3.

  DOI：

  10.1021/om950558t

文献信息

• Bis(2,4,6-tri-t-butylphenyl)germylen und Bis(2,4,6-tri-t-butylphenyl)germathion: Isomerisierung durch spontane C,H-Insertion
  作者：Lutz Lange、Bernd Meyer、Wolf-Walther du Mont

  DOI：10.1016/s0022-328x(00)99800-0

  日期：1987.8
• LANGE L.; MEYER B.; DU MONT W. -W., J. ORGANOMET. CHEM., 329,(1987) N 2, C17-C20
  作者：LANGE L.、 MEYER B.、 DU MONT W. -W.

  DOI：——

  日期：——