2,6-dimesitylphenylsilanetriol | 782486-13-9

• 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: 2,6-dimesitylphenylsilanetriol
• 英文别名: 2,6-Mes2C6H3Si(OH)3；[2,6-Bis(2,4,6-Trimethylphenyl)Phenyl]Silanetriol；[2,6-bis(2,4,6-trimethylphenyl)phenyl]-trihydroxysilane
• CAS: 782486-13-9
• 化学式: C₂₄H₂₈O₃Si
• 分子量: 392.57
• InChiKey: LUOMHGCBYUFITM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.99
• 重原子数：
  28
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  60.7
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2,6-dimesitylphenylsilanetriol 在 哌嗪 作用下， 以 四氢呋喃 为溶剂， 反应 12.0h， 以59%的产率得到[2,6-Bis(2,4,6-trimethylphenyl)phenyl]-[[2,6-bis(2,4,6-trimethylphenyl)phenyl]-dihydroxysilyl]oxy-dihydroxysilane
  参考文献：
  名称：

  在去质子化二聚体的形成：a的合成和结构米三联苯取代的（- [R ，小号）-dilithium disiloxanolate二硅烷醇†

  摘要：

  描述了四羟基二硅氧烷的第一种二锂盐[DmpSi（OH）OLi] 2 O（6）的合成和结构表征（Dmp = 2,6-dimesitylphenyl）。固态结构揭示了二聚基序的存在，其中两个二硅氧烷单元通过配位的锂原子连接，这与钠和钾类似物所发现的不同。由团簇形成强加的排列导致非对映体硅原子在固态下表现出（R，S）构型。此外，反应的中间体，单硅烷基化和双硅烷基化的硅烷三醇可以通过高分辨率质谱法和6讨论。而且，还获得了完全质子化的四羟基二硅氧烷[DmpSi（OH）2 ] 2 O，并且已经研究了其具有变化的氢键受体的固态结构。

  DOI：

  10.1039/c5dt01992c
• 作为产物：
  描述：

  DmpSiCl3 在 水 作用下， 以 丙酮 、 甲苯 为溶剂， 反应 2.0h， 以4.9 g的产率得到2,6-dimesitylphenylsilanetriol
  参考文献：
  名称：

  Silanetriols as in vitro inhibitors for AChE

  摘要：

  Three stable silanetriols with increasing steric protection of the silicon atom have been tested for inhibition of acetylcholinesterase (AChE). For all tested silanetriols we found reversible inhibition of the AChE activity at a 100 mu M concentration. The highest inhibition rate was found for the sterically least hindered cyclohexylsilanetriol with 45% inhibition relative to galanthamine hydrobromide for which an IC50 value of 121 +/- 3 mu M was determined as well. The cytotoxicity of the silanetriols used was found to be negligible at concentrations relevant for inhibition. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.10.139

文献信息

• Silanol Mediated π-Assembly of Extended N-Heterocycles
  作者：Kristijan Krekić、Natascha F. Hurkes、Clemens Bruhn、Ferdinand Belaj、Rudolf Pietschnig

  DOI：10.1002/zaac.201500816

  日期：2016.2

  Self-assembly of silanetriols with 4,4′-bipyridine affords infinite columns of cofacially arranged π-stacks as evidenced by X-ray data. Variation of the silanetriol reveals a subtle balance between hydrogen bonding and π interactions, which, by proper choice of the substituent, may foster either dominant hydrogen bonding or dominant π interaction.

  X 射线数据证明，硅烷三醇与 4,4'-联吡啶的自组装提供了无限列共面排列的 π 堆栈。Variation of the silanetriol reveals a subtle balance between hydrogen bonding and π interactions, which, by proper choice of the substituent, may foster either dominant hydrogen bonding or dominant π interaction.
• Silanetriols as in vitro inhibitors for AChE
  作者：Martina Blunder、Natascha Hurkes、Stefan Spirk、Martina List、Rudolf Pietschnig

  DOI：10.1016/j.bmcl.2010.10.139

  日期：2011.1

  Three stable silanetriols with increasing steric protection of the silicon atom have been tested for inhibition of acetylcholinesterase (AChE). For all tested silanetriols we found reversible inhibition of the AChE activity at a 100 mu M concentration. The highest inhibition rate was found for the sterically least hindered cyclohexylsilanetriol with 45% inhibition relative to galanthamine hydrobromide for which an IC50 value of 121 +/- 3 mu M was determined as well. The cytotoxicity of the silanetriols used was found to be negligible at concentrations relevant for inhibition. (C) 2010 Elsevier Ltd. All rights reserved.
• Dimer formation upon deprotonation: synthesis and structure of a m-terphenyl substituted (R,S)-dilithium disiloxanolate disilanol
  作者：Daniel Čas、Natascha Hurkes、Stefan Spirk、Ferdinand Belaj、Clemens Bruhn、Gerald N. Rechberger、Rudolf Pietschnig

  DOI：10.1039/c5dt01992c

  日期：——

  sodium and potassium analogs. The arrangement imposed by the cluster formation leads to diastereomeric silicon atoms exhibiting (R,S) configuration in the solid state. In addition, the intermediates of the reaction, monolithiated and dilithiated silanetriol could be identified by means of high-resolution mass spectrometry and the formation of 6 is discussed. Moreover, the fully protonated tetrahydroxydisiloxane

  描述了四羟基二硅氧烷的第一种二锂盐[DmpSi（OH）OLi] 2 O（6）的合成和结构表征（Dmp = 2,6-dimesitylphenyl）。固态结构揭示了二聚基序的存在，其中两个二硅氧烷单元通过配位的锂原子连接，这与钠和钾类似物所发现的不同。由团簇形成强加的排列导致非对映体硅原子在固态下表现出（R，S）构型。此外，反应的中间体，单硅烷基化和双硅烷基化的硅烷三醇可以通过高分辨率质谱法和6讨论。而且，还获得了完全质子化的四羟基二硅氧烷[DmpSi（OH）2 ] 2 O，并且已经研究了其具有变化的氢键受体的固态结构。