(1,1-dimethylethyl)(diphenyl)silyl 3,3-dibromo-3-fluoropropyl ether | 885101-25-7

• 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: (1,1-dimethylethyl)(diphenyl)silyl 3,3-dibromo-3-fluoropropyl ether
• 英文别名: Tert-butyl-(3,3-dibromo-3-fluoropropoxy)-diphenylsilane；tert-butyl-(3,3-dibromo-3-fluoropropoxy)-diphenylsilane
• CAS: 885101-25-7
• 化学式: C₁₉H₂₃Br₂FOSi
• 分子量: 474.283
• InChiKey: MLEXCRDXHYRVFR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.37
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (1,1-dimethylethyl)(diphenyl)silyl 3,3-dibromo-3-fluoropropyl ether 在 chromium dichloride 、 锰 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 以75%的产率得到(1,1-dimethylethyl)(diphenyl)silyl (Z)-3-fluoro-2-propenyl ether
  参考文献：
  名称：

  Chromium-mediated fluoroalkenylation reactions of 1,1-dibromo-1-fluoroalkane and 1-bromo-1-fluoroalkene derivatives

  摘要：

  CrCl2- and NiCl2-mediated coupling reactions of E/Z mixture of 1-bromo-1-fluoroalkenes with aldehydes proceeded in a high stereoselectivity to give the corresponding (Z)-2-fluoroallylic alcohol derivatives. On the other hand, in the reaction of 1,1-dibromo-1-fluoroalkane with CrCl2, (Z)-fluoroalkene derivative was formed via alpha-elimination reaction of the chromium carbenoid intermediate accompanying the concomitant 1,2-shift of beta-hydrogen. (c) 2005 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2005.05.003
• 作为产物：
  描述：

  3,3-dibromo-3-fluoropropanol 、 叔丁基二苯基氯硅烷 在 咪唑 作用下， 以 四氢呋喃 为溶剂， 反应 5.0h， 以2.5 g的产率得到(1,1-dimethylethyl)(diphenyl)silyl 3,3-dibromo-3-fluoropropyl ether
  参考文献：
  名称：

  Chromium-mediated fluoroalkenylation reactions of 1,1-dibromo-1-fluoroalkane and 1-bromo-1-fluoroalkene derivatives

  摘要：

  CrCl2- and NiCl2-mediated coupling reactions of E/Z mixture of 1-bromo-1-fluoroalkenes with aldehydes proceeded in a high stereoselectivity to give the corresponding (Z)-2-fluoroallylic alcohol derivatives. On the other hand, in the reaction of 1,1-dibromo-1-fluoroalkane with CrCl2, (Z)-fluoroalkene derivative was formed via alpha-elimination reaction of the chromium carbenoid intermediate accompanying the concomitant 1,2-shift of beta-hydrogen. (c) 2005 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2005.05.003

文献信息

• Chromium-mediated fluoroalkenylation reactions of 1,1-dibromo-1-fluoroalkane and 1-bromo-1-fluoroalkene derivatives
  作者：Akio Saito、Muga Nakagawa、Takeo Taguchi

  DOI：10.1016/j.jfluchem.2005.05.003

  日期：2005.8

  CrCl2- and NiCl2-mediated coupling reactions of E/Z mixture of 1-bromo-1-fluoroalkenes with aldehydes proceeded in a high stereoselectivity to give the corresponding (Z)-2-fluoroallylic alcohol derivatives. On the other hand, in the reaction of 1,1-dibromo-1-fluoroalkane with CrCl2, (Z)-fluoroalkene derivative was formed via alpha-elimination reaction of the chromium carbenoid intermediate accompanying the concomitant 1,2-shift of beta-hydrogen. (c) 2005 Elsevier B.V. All rights reserved.