(Z)-β-(pentamethyldisilanyl)styrene | 66535-01-1

• 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: (Z)-β-(pentamethyldisilanyl)styrene
• 英文别名: Z-2-Phenylaethenylpentamethyldisilan；dimethyl-[(Z)-2-phenylethenyl]-trimethylsilylsilane
• CAS: 66535-01-1
• 化学式: C₁₃H₂₂Si₂
• 分子量: 234.489
• InChiKey: DGOKJOCHXBTAIU-QXMHVHEDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.36
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 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：

  五甲基二硅烷 、 (Z)-β-(pentamethyldisilanyl)styrene 在 aluminum (III) chloride 作用下， 以 二氯甲烷 为溶剂， 反应 42.5h， 以60%的产率得到1-phenyl-1-pentamethyldisilanyl-2-trimethylsilyl-2-dimethylsilylethane
  参考文献：
  名称：

  AlCl₃-Catalyzed Hydrosilylation of Alkynes with Hydropolysilanes

  摘要：

  AlCl3 catalyzes addition reactions of hydrooliuosilanes (H(SiMe2)(n) R; n = 2-4, R = H, Me, Ph) with 1-decyne and other alkynes under mild conditions. In most reactions the Si Si bonds remain intact to form anticipated products in fair to excellent yields, although Si-Ph bonds appear to be cleaved partially under the conditions. Arylethynes tend to form abnormal products due to Si-Si bond scission, but at a low temperature, the addition reaction proceeds normally. The reaction of 1,2-dihydrotetramethyldisilane with 1-decyne furnishes 1,2-didecenyldisilane, 1,3-didecenyltrisilane, and other byproducts at 0 degrees C, while the reaction run at a lower temperature proceeds cleanly. 1,3-Dihydrohexamethyltrisilane reacts more cleanly even at 0 degrees C. The reaction of pentamethyldisilane with 1,6-heptadiyne proceeds in a different direction, leading to cyclization. 1,7-Octadiyne reacts with 1,3-dihydrohexamethyltrisilane to give a polymeric material. The reaction of 1,2,3-trihydropentamethyltrisilane or poly(phenylsilylene) with 1-dectyne proceeds cleanly without perceptible Si-Si bond cleavage.

  DOI：

  10.1021/om100376d
• 作为产物：
  描述：

  一氯五甲基二硅烷 在 甲醇 作用下， 以 苯 为溶剂， 生成 (Z)-β-(pentamethyldisilanyl)styrene
  参考文献：
  名称：

  光化学产生的硅碳双键中间体：VII。从1-烯基二硅烷制备硅乙烯衍生物的新途径

  摘要：

  1-烯基乙硅烷的光解除一种例外，是通过将甲硅烷基基团与乙烯基取代基的碳原子进行光重排而获得甲硅烷基类型的硅碳中间体。这些中间体与甲醇和甲醇-d 1反应，以高收率得到相应的甲氧基硅烷。用E -2-苯基乙烯基戊甲基二硅烷，在甲醇存在下进行紫外线照射，得到1-甲氧基二甲基甲硅烷基-1-三甲基甲硅烷基-2-苯基乙烷和一种新型的光重排产物1,1-二甲基-2,3-苯并-5-三甲基甲硅烷基-1 -硅环戊烯，除了E和Z起始物质的异构体。在没有淬灭剂的情况下照射1-苯基-2-乙烯基四甲基乙硅烷会导致硅碳双键中间体二聚，得到顺式和反式-1,1,3,3-四甲基-2,4-双（二甲基苯基甲硅烷基甲基）-1,3-二硅环丁烷的收率适中。由1-苯基乙烯基戊甲基二硅烷产生的中间体与不可烯醇化和可烯醇化的酮反应，得到甲硅烷基取代的烯烃。然而，使用甲基乙烯基酮，产生了[2 + 2]和[2 + 4]加合物。

  DOI：

  10.1016/s0022-328x(00)90375-9

文献信息

• Photochemically generated siliconcarbon double-bonded intermediates
  作者：Mitsuo Ishikawa、Takamasa Fuchikami、Makoto Kumada

  DOI：10.1016/s0022-328x(00)90375-9

  日期：1978.4

  1-phenyl-2-vinyltetramethyldisilane in the absence of a quencher led to dimerization of the siliconcarbon double-bonded intermediate to give cis- and trans-1,1,3,3-tetramethyl-2,4-bis(dimethylphenylsilylmethyl)-1,3-disilacyclobutane in moderate yield. The intermediate produced from 1-phenylethenylpetamethyldisilane reacted with both non-enolizable and enolizable ketones to give silyl-substituted olefins

  1-烯基乙硅烷的光解除一种例外，是通过将甲硅烷基基团与乙烯基取代基的碳原子进行光重排而获得甲硅烷基类型的硅碳中间体。这些中间体与甲醇和甲醇-d 1反应，以高收率得到相应的甲氧基硅烷。用E -2-苯基乙烯基戊甲基二硅烷，在甲醇存在下进行紫外线照射，得到1-甲氧基二甲基甲硅烷基-1-三甲基甲硅烷基-2-苯基乙烷和一种新型的光重排产物1,1-二甲基-2,3-苯并-5-三甲基甲硅烷基-1 -硅环戊烯，除了E和Z起始物质的异构体。在没有淬灭剂的情况下照射1-苯基-2-乙烯基四甲基乙硅烷会导致硅碳双键中间体二聚，得到顺式和反式-1,1,3,3-四甲基-2,4-双（二甲基苯基甲硅烷基甲基）-1,3-二硅环丁烷的收率适中。由1-苯基乙烯基戊甲基二硅烷产生的中间体与不可烯醇化和可烯醇化的酮反应，得到甲硅烷基取代的烯烃。然而，使用甲基乙烯基酮，产生了[2 + 2]和[2 + 4]加合物。
• AlCl₃-Catalyzed Hydrosilylation of Alkynes with Hydropolysilanes
  作者：Nobu Kato、Yusuke Tamura、Taigo Kashiwabara、Takanobu Sanji、Masato Tanaka

  DOI：10.1021/om100376d

  日期：2010.11.8

  AlCl3 catalyzes addition reactions of hydrooliuosilanes (H(SiMe2)(n) R; n = 2-4, R = H, Me, Ph) with 1-decyne and other alkynes under mild conditions. In most reactions the Si Si bonds remain intact to form anticipated products in fair to excellent yields, although Si-Ph bonds appear to be cleaved partially under the conditions. Arylethynes tend to form abnormal products due to Si-Si bond scission, but at a low temperature, the addition reaction proceeds normally. The reaction of 1,2-dihydrotetramethyldisilane with 1-decyne furnishes 1,2-didecenyldisilane, 1,3-didecenyltrisilane, and other byproducts at 0 degrees C, while the reaction run at a lower temperature proceeds cleanly. 1,3-Dihydrohexamethyltrisilane reacts more cleanly even at 0 degrees C. The reaction of pentamethyldisilane with 1,6-heptadiyne proceeds in a different direction, leading to cyclization. 1,7-Octadiyne reacts with 1,3-dihydrohexamethyltrisilane to give a polymeric material. The reaction of 1,2,3-trihydropentamethyltrisilane or poly(phenylsilylene) with 1-dectyne proceeds cleanly without perceptible Si-Si bond cleavage.