[[2-Benzo[b][1]benzosilin-5-yl-3,5-bis[bis(trimethylsilyl)methyl]phenyl]-trimethylsilylmethyl]-trimethylsilane | 400090-79-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: [[2-Benzo[b][1]benzosilin-5-yl-3,5-bis[bis(trimethylsilyl)methyl]phenyl]-trimethylsilylmethyl]-trimethylsilane
• CAS: 400090-79-1
• 化学式: C₄₀H₆₈Si₇
• 分子量: 745.578
• InChiKey: BPTXOBHCUCDFEZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.52
• 重原子数：
  47
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  [[2-Benzo[b][1]benzosilin-5-yl-3,5-bis[bis(trimethylsilyl)methyl]phenyl]-trimethylsilylmethyl]-trimethylsilane 以 氘代苯 为溶剂， 反应 1.0h， 生成 [[3,5-Bis[bis(trimethylsilyl)methyl]-2-(1-silatetracyclo[6.6.0.02,7.09,14]tetradeca-2,4,6,9,11,13-hexaen-1-yl)phenyl]-trimethylsilylmethyl]-trimethylsilane
  参考文献：
  名称：

  Photochemical and Thermal Reactions of a Kinetically Stabilized 9-Silaanthracene:  The First Spectroscopic Observation of a 9,10-Dewar-9-silaanthracene Isomer

  摘要：

  A kinetically stabilized 9-silaanthracene (1) underwent unique photochemical and thermal reactions to afford 9,10-Dewar-9-silaanthracene 2a and the head-to-tail [4 + 4] dimer 3, respectively. The structure of 2a was confirmed by 1H, 13C, and 29Si NMR spectra, and the kinetic parameters for the thermal reversion of 2a to 1 were obtained by the measurement of UV/vis spectra. The dimer 3 was thermally stable, and the molecular structure of 3 was determined by X-ray crystallographic analysis. It was experimentally demonstrated for the first time that 9-silaanthracene, as well as anthracene, can afford either the Dewar isomer or [4 + 4] dimer, depending on the reaction conditions.

  DOI：

  10.1021/ja036106m
• 作为产物：
  描述：

  [[3,5-Bis[bis(trimethylsilyl)methyl]-2-(1-silatetracyclo[6.6.0.02,7.09,14]tetradeca-2,4,6,9,11,13-hexaen-1-yl)phenyl]-trimethylsilylmethyl]-trimethylsilane 以 正己烷 为溶剂， 生成 [[2-Benzo[b][1]benzosilin-5-yl-3,5-bis[bis(trimethylsilyl)methyl]phenyl]-trimethylsilylmethyl]-trimethylsilane
  参考文献：
  名称：

  Photochemical and Thermal Reactions of a Kinetically Stabilized 9-Silaanthracene:  The First Spectroscopic Observation of a 9,10-Dewar-9-silaanthracene Isomer

  摘要：

  A kinetically stabilized 9-silaanthracene (1) underwent unique photochemical and thermal reactions to afford 9,10-Dewar-9-silaanthracene 2a and the head-to-tail [4 + 4] dimer 3, respectively. The structure of 2a was confirmed by 1H, 13C, and 29Si NMR spectra, and the kinetic parameters for the thermal reversion of 2a to 1 were obtained by the measurement of UV/vis spectra. The dimer 3 was thermally stable, and the molecular structure of 3 was determined by X-ray crystallographic analysis. It was experimentally demonstrated for the first time that 9-silaanthracene, as well as anthracene, can afford either the Dewar isomer or [4 + 4] dimer, depending on the reaction conditions.

  DOI：

  10.1021/ja036106m

文献信息

• Cycloaddition Reactions of Kinetically Stabilized 9‐Silaanthrancene with Polycyclic Aromatic Hydrocarbons
  作者：Yoshiyuki Mizuhata、Akihiro Shinohara、Yusuke Tanabe、Norihiro Tokitoh

  DOI：10.1002/chem.200901290

  日期：2009.8.24

  compound: A kinetically stabilized 9‐silaanthracene reacted with polycyclic aromatic hydrocarbons to afford [4+2]cycloadducts (for anthracene derivatives) or [4+4]cycloadducts (for tetracene and pentacene) depending on the kind of reactants. The molecular structures of the cycloadducts were determined by spectroscopic and X‐ray crystallographic analysis. These results indicate the high reactivity of 9‐silaanthracene

  硅芳烃化合物：一种动力学稳定的 9-硅蒽与多环芳烃反应生成 [4+2] 环加合物（用于蒽衍生物）或 [4+4] 环加合物（用于并四苯和并五苯），具体取决于反应物的种类。通过光谱和 X 射线晶体学分析确定了环加合物的分子结构。这些结果表明 9-硅蒽在 9 位和 10 位对 Diels-Alder 反应具有高反应性。