endo-<2,2-diphenyl-3-(2',2'-dimethylpropyl)>-2-silabicyclo<2.2.2>oct-5-ene | 132438-99-4

• 英文名称: endo-<2,2-diphenyl-3-(2',2'-dimethylpropyl)>-2-silabicyclo<2.2.2>oct-5-ene
• 英文别名: endo-3-(2,2-Dimethylpropyl)-<2,2-diphenyl-2-silabicyclo<2.2.2>oct-5-en>
• CAS: 132438-99-4；132489-65-7；141610-38-0；141610-40-4
• 化学式: C₂₄H₃₀Si
• 分子量: 346.588
• InChiKey: ZCMWDRAXEFXSQS-WTIAFYNJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.41
• 重原子数：
  25.0
• 可旋转键数：
  3.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为产物：
  描述：

  、 1,3-环己二烯 生成 endo-<2,2-diphenyl-3-(2',2'-dimethylpropyl)>-2-silabicyclo<2.2.2>oct-5-ene 、 exo-<2,2-diphenyl-3-(2',2'-dimethylpropyl)>-2-silabicyclo<2.2.2>oct-5-en
  参考文献：
  名称：

  Auner, Norbert; Seidenschwarz, Claudia; Herdtweck, Eberhardt, Angewandte Chemie, 1991, vol. 103, # 4, p. 425 - 426

  摘要：

  DOI：

文献信息

• Silaheterocyclen
  作者：N. Auner、W. Ziche、E. Herdtweck

  DOI：10.1016/0022-328x(92)83156-c

  日期：1992.4

  Diphenylneopentylsilene, Ph2Si = CHCH2tBu (3), is prepared as a reactive intermediate by the reaction of diphenylvinylchlorosilane (1) with Li(t)Bu in nonpolar solvents via the alpha-lithioadduct Ph2Si(Cl)CH(Li)CH2tBu (2). This lithiated species can be trapped by trimethylsilyltriflate and yields silene 3 by 1,2-LiCl-elimination. Without suitable Si = C-trapping agents, the E/Z-isomeric tetraphenyl-2,4-dineopentyl-1,3-disilacyclobutane (6) is formed by cyclodimerization. In the presence of dienes like 2,3-dimethyl (DMB)- and 2-methyl-1,3-butadiene (MBD) the Diels-Alder and ene-products are formed in competition, while the cycloaddition of 3 with norbornadiene, cyclohexa-1,3-diene, cyclopentadiene and anthracene yields the [2 + 2 + 2]- or the [4 + 2] products exclusively. Exo/endo-2,2-diphenyl-3-(2',2'-dimethylpropyl)-2-silabicyclo[2.2.2]oct-5-ene} (19) is a crystalline solid as well as compound E-6, whose structures are presented in this paper.