tribromo[tris(3-tert-butyl-6-methoxyphenyl)methyl]germane | 901764-04-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: tribromo[tris(3-tert-butyl-6-methoxyphenyl)methyl]germane
• 英文别名: Tribromo-[tris(5-tert-butyl-2-methoxyphenyl)methyl]germane；tribromo-[tris(5-tert-butyl-2-methoxyphenyl)methyl]germane
• CAS: 901764-04-3
• 化学式: C₃₄H₄₅Br₃GeO₃
• 分子量: 814.031
• InChiKey: DHSYOUXENBYQGP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.6
• 重原子数：
  41
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  tribromo[tris(3-tert-butyl-6-methoxyphenyl)methyl]germane 以 四氢呋喃 、 正己烷 、 二氯甲烷 、 苯 为溶剂， 生成 trihydrido[tris(3-tert-butyl-6-methoxyphenyl)methyl]germane
  参考文献：
  名称：

  Syntheses, Structures, and Reactions of Heptacoordinate Trihalogermanes Bearing a Triarylmethyl-Type Tetradentate Ligand

  摘要：

  Trichloro[ tris(3-tert-butyl-6-methoxyphenyl) methyl] germane ( 3), containing a tetradentate ligand with three methoxy groups as coordinating sites, was synthesized by the reaction of the corresponding (triarylmethyl) lithium species with tetrachlorogermane. In contrast to the case for the previously reported trichlorosilane analogue, 3 slowly decomposed during column chromatography on silica gel, although it was quite stable against moisture. The corresponding trifluoro-, tribromo-, and triiodogermanes 4-6 were prepared from the trichlorogermane 3. X-ray crystallographic analyses of 3-6 showed heptacoordinate structures with interatomic distances between the oxygen atom and the central germanium atom shorter than the sum of van der Waals radii. By systematic comparisons of these intramolecular interactions based on the interatomic distances, it was found that they strongly depend on the Lewis acidity of the trihalogenated germanium atom. An Atoms-in-Molecules (AIM) analysis of the model compound 4', in which three tert-butyl groups of trifluorogermane 4 were omitted, showed the existence of weak and ionic bonding between oxygen and germanium atoms. Reactions of these trihalogermanes with aqueous NaOH, LiAlH4, and BX3 were also investigated. Alkaline hydrolysis of trihalogermanes resulted in the cleavage of the carbon-germanium bond. LiAlH4 also caused the same kind of bond cleavage, together with nucleophilic attack on the germanium atom, giving the trihydrogermane 8. Reaction of the trihalogermanes with trihaloboranes was found to be an efficient procedure to give other trihalogermanes through a halogen exchange reaction.

  DOI：

  10.1021/om060031o
• 作为产物：
  描述：

  5,5',5''-tri-tert-butyl-2,2',2''-trimethoxytriphenylmethane 在 n-BuLi 、 hexamethylphosphoramide 作用下， 以 乙二醇二甲醚 、 二氯甲烷 、 苯 为溶剂， 生成 tribromo[tris(3-tert-butyl-6-methoxyphenyl)methyl]germane
  参考文献：
  名称：

  Syntheses, Structures, and Reactions of Heptacoordinate Trihalogermanes Bearing a Triarylmethyl-Type Tetradentate Ligand

  摘要：

  Trichloro[ tris(3-tert-butyl-6-methoxyphenyl) methyl] germane ( 3), containing a tetradentate ligand with three methoxy groups as coordinating sites, was synthesized by the reaction of the corresponding (triarylmethyl) lithium species with tetrachlorogermane. In contrast to the case for the previously reported trichlorosilane analogue, 3 slowly decomposed during column chromatography on silica gel, although it was quite stable against moisture. The corresponding trifluoro-, tribromo-, and triiodogermanes 4-6 were prepared from the trichlorogermane 3. X-ray crystallographic analyses of 3-6 showed heptacoordinate structures with interatomic distances between the oxygen atom and the central germanium atom shorter than the sum of van der Waals radii. By systematic comparisons of these intramolecular interactions based on the interatomic distances, it was found that they strongly depend on the Lewis acidity of the trihalogenated germanium atom. An Atoms-in-Molecules (AIM) analysis of the model compound 4', in which three tert-butyl groups of trifluorogermane 4 were omitted, showed the existence of weak and ionic bonding between oxygen and germanium atoms. Reactions of these trihalogermanes with aqueous NaOH, LiAlH4, and BX3 were also investigated. Alkaline hydrolysis of trihalogermanes resulted in the cleavage of the carbon-germanium bond. LiAlH4 also caused the same kind of bond cleavage, together with nucleophilic attack on the germanium atom, giving the trihydrogermane 8. Reaction of the trihalogermanes with trihaloboranes was found to be an efficient procedure to give other trihalogermanes through a halogen exchange reaction.

  DOI：

  10.1021/om060031o

文献信息

• Syntheses, Structures, and Reactions of Heptacoordinate Trihalogermanes Bearing a Triarylmethyl-Type Tetradentate Ligand
  作者：Kohei Iwanaga、Junji Kobayashi、Takayuki Kawashima、Nozomi Takagi、Shigeru Nagase

  DOI：10.1021/om060031o

  日期：2006.7.1

  Trichloro[ tris(3-tert-butyl-6-methoxyphenyl) methyl] germane ( 3), containing a tetradentate ligand with three methoxy groups as coordinating sites, was synthesized by the reaction of the corresponding (triarylmethyl) lithium species with tetrachlorogermane. In contrast to the case for the previously reported trichlorosilane analogue, 3 slowly decomposed during column chromatography on silica gel, although it was quite stable against moisture. The corresponding trifluoro-, tribromo-, and triiodogermanes 4-6 were prepared from the trichlorogermane 3. X-ray crystallographic analyses of 3-6 showed heptacoordinate structures with interatomic distances between the oxygen atom and the central germanium atom shorter than the sum of van der Waals radii. By systematic comparisons of these intramolecular interactions based on the interatomic distances, it was found that they strongly depend on the Lewis acidity of the trihalogenated germanium atom. An Atoms-in-Molecules (AIM) analysis of the model compound 4', in which three tert-butyl groups of trifluorogermane 4 were omitted, showed the existence of weak and ionic bonding between oxygen and germanium atoms. Reactions of these trihalogermanes with aqueous NaOH, LiAlH4, and BX3 were also investigated. Alkaline hydrolysis of trihalogermanes resulted in the cleavage of the carbon-germanium bond. LiAlH4 also caused the same kind of bond cleavage, together with nucleophilic attack on the germanium atom, giving the trihydrogermane 8. Reaction of the trihalogermanes with trihaloboranes was found to be an efficient procedure to give other trihalogermanes through a halogen exchange reaction.