1,2-bis(trimethylsilyl)-3-cyclohexylprop-1(E)-ene | 134125-98-7

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: 1,2-bis(trimethylsilyl)-3-cyclohexylprop-1(E)-ene
• CAS: 134125-98-7
• 化学式: C₁₅H₃₂Si₂
• 分子量: 268.59
• InChiKey: CHVBQDXCIHCOQL-FYWRMAATSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.64
• 重原子数：
  17.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.87
• 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：

  丙烯基环庚烷 在 正丁基锂 、 titanocene dichloride 、 ISOBUTYLMAGNESIUM BROMIDE 、 二异丙胺 作用下， 反应 27.25h， 生成 1,2-bis(trimethylsilyl)-3-cyclohexylprop-1(E)-ene
  参考文献：
  名称：

  Reversilbility of titanocene-catalyzed hydromagnesation of silylacetylenes

  摘要：

  The regioisomeric silylvinylmagnesium compounds A and B, products of titanocene-catalyzed hydromagnesation of trimethylsilylacetylenes, are in a rapid dynamic equilibrium with starting acetylene and, therefore, with each other due to the reversibility of the reaction. The existence of this equilibrium is demonstrated by transfer, under the condition of hydromagnesation 'HMgBr' from the vinylmagnesium compounds A/B to other acetylenes with regeneration of the starting acetylenes. Me3Si(BrMg)C = C(H)R (A) reversible Me3SiC = CR reversible Me3Si(H)C = C(MgBr)R (B). The position of the equilibrium between A and B was determined by deuterolysis and found to depend on the substituent, being 77:23 for R = n-C5H11 and 95:5 for R = cyclo-CH2C6H11 in diethyl ether. Reactions of the magnesium reagents A/B with electrophiles produce mixtures of linear (type A) and branched (type B) products. The ratios of regioisomeric products differ depending on the electrophile and the conditions (from 98:2 to 20:80). This is due to the preferential reaction of one of the regioisomers and to rapid equilibration.

  DOI：

  10.1016/0022-328x(91)86189-w