2-vinyl-2-chlor-3-neopentyl-5,6:7,8-dibenzo-2-silabicyclo<2.2.2>-octan

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 2-vinyl-2-chlor-3-neopentyl-5,6:7,8-dibenzo-2-silabicyclo<2.2.2>-octan
• 英文别名: 15-chloro-16-neopentyl-15-sila-15-vinyltetracyclo<6.6.2.0^2,7.0^9,14>hexadeca-2,4,6,9(14),10,12-hexaene；2-Silabicyclo[2.2.2]-[5.6,7.8]dibenzo-2-chlor-3-neopentyl-2-vinyl-octa-5,7-diene；15-chloro-16-(2,2-dimethylpropyl)-15-ethenyl-15-silatetracyclo[6.6.2.02,7.09,14]hexadeca-2,4,6,9,11,13-hexaene
• 化学式: C₂₂H₂₅ClSi
• 分子量: 352.979
• InChiKey: QVSZXQHHPDQCQL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.53
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.36
• 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：

  叔丁基锂 、 2,5-降冰片二烯 、 2-vinyl-2-chlor-3-neopentyl-5,6:7,8-dibenzo-2-silabicyclo<2.2.2>-octan 以 甲苯 、 正戊烷 为溶剂， 反应 6.0h， 以50%的产率得到9',15-spiro[16-neopentyl-15-silatetracyclo[6.6.2.0^2,7.0^9,14]hexadeca-2,4,6,9(14),10,12-hexaene](9'-neopentyl-8'-silatetracyclo[4.3.0.0^2,4.0^3,7]nonane)
  参考文献：
  名称：

  Towards 2-Silaallenes: Synthesis of Spirocyclic Precursors

  摘要：

  AbstractReactions of dichlorodivinylsilane (2) and LitBu in a molar ratio 1/1 and 1/2 lead to highly reactive intermediates, which can be trapped by suitable reagents. In the presence of trimethylmethoxysilane, norbornadiene, anthracene and diphenylacetylene, products are formed that provide evidence for the intermediate formation of both the neopentylsilene H2C=CH(Cl)Si=CHCH2tBu (3) and the 2‐silaallene tBuCH2CH=Si=CHCH2tBu (4). The formation of double cycloadducts from 4 is particularly interesting as a preparatively facile route for the synthesis of silaspirocycles such as 13, 16 and 17, which have been characterized by single‐crystal X‐ray structure analysis.

  DOI：

  10.1002/chem.19970030617
• 作为产物：
  描述：

  二乙烯基二氯硅烷 、 蒽 、 叔丁基锂 以 苯 为溶剂， 以70%的产率得到2-vinyl-2-chlor-3-neopentyl-5,6:7,8-dibenzo-2-silabicyclo<2.2.2>-octan
  参考文献：
  名称：

  Silaheterocyclen

  摘要：

  DOI：

  10.1016/0022-328x(89)80079-8

文献信息

• Silaheterocyclen
  作者：N. Auner

  DOI：10.1016/0022-328x(89)80079-8

  日期：1989.11
• Towards 2-Silaallenes: Synthesis of Spirocyclic Precursors
  作者：Brigitte Goetze、Bernhard Herrschaft、Norbert Auner

  DOI：10.1002/chem.19970030617

  日期：1997.6

  AbstractReactions of dichlorodivinylsilane (2) and LitBu in a molar ratio 1/1 and 1/2 lead to highly reactive intermediates, which can be trapped by suitable reagents. In the presence of trimethylmethoxysilane, norbornadiene, anthracene and diphenylacetylene, products are formed that provide evidence for the intermediate formation of both the neopentylsilene H2C=CH(Cl)Si=CHCH2tBu (3) and the 2‐silaallene tBuCH2CH=Si=CHCH2tBu (4). The formation of double cycloadducts from 4 is particularly interesting as a preparatively facile route for the synthesis of silaspirocycles such as 13, 16 and 17, which have been characterized by single‐crystal X‐ray structure analysis.