10-phenyl-9,10-dihydro-10-germa-9-sila-9,10[1',2']-benzenoanthracene | 204135-21-7

• 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: 10-phenyl-9,10-dihydro-10-germa-9-sila-9,10[1',2']-benzenoanthracene
• 英文别名: 10-phenyl-10-germa-9-silatriptycene；9-phenyl-9-germa-10-silatriptycene
• CAS: 204135-21-7
• 化学式: C₂₄H₁₈GeSi
• 分子量: 407.082
• InChiKey: LCOIBMOUITUSKW-WMPKNSHKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.06
• 重原子数：
  26.0
• 可旋转键数：
  1.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为反应物：
  描述：

  10-phenyl-9,10-dihydro-10-germa-9-sila-9,10[1',2']-benzenoanthracene 、 苯基锂 在 NH₄Cl 作用下， 以 乙醚 、 环己烷 为溶剂， 以70%的产率得到9,10-diphenyl-9,10-dihydro-10-germa-9-sila-9,10[1'2']benzenoanthracene
  参考文献：
  名称：

  Introduction of Bulky Substituents at the Bridgehead Position of a 9-Silatriptycene:  Pentacoordinate Hydridoorganylsilicates as Intermediates

  摘要：

  The reaction of 10-phenyl-10-germa-9-silatriptycene (1b) with phenyllithium in THF/HMPA produced 9,10-diphenyl-10-germa-9-silatriptycene (1a), which had hitherto not been accessible. The reaction proceeds by attack of the phenyl anion on 1b via the intermediate silicate anion 7, which was identified by Si-29 NMR spectroscopy. The structure of 1a was confirmed by X-ray crystallography. As a model reaction, the attack of phenyllithium on triphenylsilane (8) and diphenylsilane (14) was investigated by Si-29 NMR spectroscopy, revealing the formation of a number of novel hydridosilicates analogous to 7.

  DOI：

  10.1021/om990976o
• 作为产物：
  描述：

  三氯硅烷 、 苯基三氯化锗 在 ortho-phenylenemagnesium 作用下， 以 四氢呋喃 、 甲苯 、 苯 为溶剂， 以76%的产率得到10-phenyl-9,10-dihydro-10-germa-9-sila-9,10[1',2']-benzenoanthracene
  参考文献：
  名称：

  9,10-Dimetallatriptycenes of group 14: a structural study1Dedicated to Prof. Dr. K. Wade at the occasion of his 65th birthday in friendship and appreciation.1

  摘要：

  From ortho-phenylenemagnesium (1), 9-phenyl-9-germa-10-silatriptycene (5) was prepared via a simple one pot procedure. The previously prepared 9-methyl-10-phenyl-9,10-digermatriptycene (4) and 5 are the first germanium-containing 9,10-dimetallatriptycenes to be structurally characterised. The availability of these structural data allows a comparative discussion of 9,10-dimetallatriptycenes of Group 14. (C) 1998 Elsevier Science B.V.

  DOI：

  10.1016/s0022-328x(97)00237-4

文献信息

• Synthesis of Alkynyl-Substituted 9,10-Dimetallatriptycenes of Group 14 and Their Application in the Preparation of a Novel Class of Organometallic Oligomers
  作者：Matheus A. Dam、Wilhelmus J. Hoogervorst、Franciscus J. J. de Kanter、Friedrich Bickelhaupt、Anthony L. Spek

  DOI：10.1021/om980073f

  日期：1998.4.1

  10-dimetallatriptycenes via a simple one-pot synthetic procedure. For example, reaction of 4 with o-phenylenemagnesium (1) gave access to 9,10-(RC⋮C)2-9,10-digermatriptycenes (5, R = SiMe3; 6, R = H), while reaction of 4 with tris(o-(chloromagnesio)phenyl)phenylgermane (2a) furnished 9-(RC⋮C)-10-phenyl-9,10-digermatriptycenes (7, R = SiMe3; 8, R = H). The synthetic potential of these compounds in the preparation

  （（三甲基甲硅烷基）乙炔基）三氯化锗（4）的制备允许通过简单的一锅合成方法合成各种炔基取代的9，10-二金属三肽。例如，4与邻-亚苯基镁（1）的反应可得到9,10-（RC⋮C）2 -9,10-二茂铁（5，R = SiMe 3；6，R = H），而4具有三（邻-（氯镁氧苯基）苯基）锗锗烷（2a）提供的9-（RC⋮C）-10-苯基-9,10-二茂铁三萜烯（7，R = SiMe 3 ; 8，R = H）。这些化合物在具有共轭间隔基的刚性有机金属低聚物的制备中的合成潜力通过8的氧化偶合来证明，这提供了1,4-双（9-（10-苯基-9,10-二茂铁三基））buta-1 ，3-二炔（9），其X射线晶体结构已确定，并且8与10-苯基-10-germa-9-硅三茂铁（3a）发生氢化硅烷化反应，生成反式-1-（9-（10-苯基-9,10-二茂铁基））-2-（9-（10-苯基-9-sila-10-锗基三苯基））乙烯（10）。