5,5',5''-tri-tert-butyl-2,2',2''-trimethoxytriphenylmethane | 340254-90-2

• 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: 5,5',5''-tri-tert-butyl-2,2',2''-trimethoxytriphenylmethane
• 英文别名: tris(3-tert-butyl-6-methoxyphenyl)methane；2-[Bis(5-tert-butyl-2-methoxyphenyl)methyl]-4-tert-butyl-1-methoxybenzene
• CAS: 340254-90-2
• 化学式: C₃₄H₄₆O₃
• 分子量: 502.737
• InChiKey: UVGXDBODVJTGQC-UHFFFAOYSA-N

物化性质

• 沸点：
  568.8±50.0 °C(Predicted)
• 密度：
  0.996±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  10.2
• 重原子数：
  37
• 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：

  5,5',5''-tri-tert-butyl-2,2',2''-trimethoxytriphenylmethane 在 正丁基锂 、 碘代三甲硅烷 、 水 、 silica gel 作用下， 以 氘代氯仿 、 正己烷 、 氯仿 、 苯 为溶剂， 反应 168144.0h， 生成 1-hydro-5-carbaphosphatrane
  参考文献：
  名称：

  5-Carbaphosphatranes 的合成、结构和键合性质：一类新的主基团 Atrane

  摘要：

  1-Hydro-5-carbaphosphatrane (1) 和 1-methyl-5-carbaphosphatrane (2) 是 phosphatranes 的第一个 5-碳类似物，是通过环次膦酸盐 3 的去甲基化反应合成的。 X 射线分析显示 1 具有一个典型的三角双锥结构，在顶端位置有氢和碳原子，在赤道位置有三个氧原子，表明 1 是完美“反亲亲亲油性”排列的正膦。顶端 PC 和 PH 键长分别为 1.921(2) 和 1.38(2) A。(1)J(PH)值为1，(1)J(PC)(P-CH(3))值为2，分别为852Hz和215Hz，这对于正膦的顶端耦合常数来说是非常大的，但接近于报道的具有 5 个氮原子的磷酯。还报告了 IR 和拉曼光谱。

  DOI：

  10.1021/ja011458j
• 作为产物：
  描述：

  5,5',5''-tri-tert-butyl-2,2',2''-trimethoxytriphenylmethanol 在 三乙基硅烷 、 溶剂黄146 作用下， 以84%的产率得到5,5',5''-tri-tert-butyl-2,2',2''-trimethoxytriphenylmethane
  参考文献：
  名称：

  5-Carbaphosphatranes 的合成、结构和键合性质：一类新的主基团 Atrane

  摘要：

  1-Hydro-5-carbaphosphatrane (1) 和 1-methyl-5-carbaphosphatrane (2) 是 phosphatranes 的第一个 5-碳类似物，是通过环次膦酸盐 3 的去甲基化反应合成的。 X 射线分析显示 1 具有一个典型的三角双锥结构，在顶端位置有氢和碳原子，在赤道位置有三个氧原子，表明 1 是完美“反亲亲亲油性”排列的正膦。顶端 PC 和 PH 键长分别为 1.921(2) 和 1.38(2) A。(1)J(PH)值为1，(1)J(PC)(P-CH(3))值为2，分别为852Hz和215Hz，这对于正膦的顶端耦合常数来说是非常大的，但接近于报道的具有 5 个氮原子的磷酯。还报告了 IR 和拉曼光谱。

  DOI：

  10.1021/ja011458j

文献信息

• Study on the electronic effect on coordinating donors in heptacoordinate trichlorogermanes
  作者：Kohei Iwanaga、Junji Kobayashi、Takayuki Kawashima

  DOI：10.1016/j.tet.2007.08.001

  日期：2007.10

  Trichloro[tris(2,5-dimethoxyphenyl) methyl] germane (1a), trichloro[tris(3-fluoro-6-methoxyphenyl) methyl] germane (1b), and trichloro[tris(2-methoxy-5-trifluoromethylphenyl) methyl] germane (1c) were synthesized. X-ray crystallographic analyses of 1a -c revealed their heptacoordinate geometries around the germanium atoms. The interatomic distances between the oxygen atoms and the central germanium atoms in the crystalline state were not significantly affected by change of functional groups on the benzene rings, while the optimized structures by theoretical calculations and Atoms in Molecules (AIM) analysis indicated linear relationship between the donating ability of functional groups and the O center dot center dot center dot Ge interatomic interactions. (C) 2007 Elsevier Ltd. All rights reserved.
• Chemistry of Carbaphosphatranes
  作者：Takayuki Kawashima

  DOI：10.1080/10426500701734398

  日期：2008.1.14

  A 5-carbaphosphatrane and a 6-carbaphosphatrane were synthesized by utilizing triarylmethyl-type tetradentate ligands. Their structures were determined by X-ray crystallographic analysis to reveal that they have nealy ideal trigonal bipyramidal structures with a perfectly anti-apicophilic arrangement. (1)J(PH) and (1)J(PC) values of carbaphosphatranes were shown to be extraordinarily large as an apical coupling constant. The reactivities of carbaphosphatranes based on the tautomerization with their corresponding phosphonites were demonstrated in some reactions.
• Synthesis and Structure of 5-Carbaphosphatrane
  作者：Junji Kobayashi、Kei Goto、Takayuki Kawashima

  DOI：10.1080/10426500108546641

  日期：2001.1.1

  1-Hydro-5-carbaphosphatrane 4, the first 5-carbon analog of a phosphatrane, was synthesized. X-ray crystallographic analysis showed that it has a typical TBP structure and that it is a 10-P-5 phosphorane in a perfectly "anti-apicophilic" arrangement.
• 5-Carbaphosphatranes:  The First Main Group Atrane Bearing a 1−5 Covalent Bond
  作者：Junji Kobayashi、Kei Goto、Takayuki Kawashima

  DOI：10.1021/ja0056264

  日期：2001.4.1
• 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.