3-tert-butyldeca-1,4-diyn-3-ol | 1360565-75-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-tert-butyldeca-1,4-diyn-3-ol
• CAS: 1360565-75-8
• 化学式: C₁₄H₂₂O
• 分子量: 206.328
• InChiKey: UUDFWRBSWHBDSR-CQSZACIVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.98
• 重原子数：
  15.0
• 可旋转键数：
  3.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  20.23
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  盐酸 、 ReH5(PMe2Ph)3 、 3-tert-butyldeca-1,4-diyn-3-ol 以 乙醚 、 苯 为溶剂， 以22.8%的产率得到
  参考文献：
  名称：

  Hydrogen Shift Reactions of Rhenium Hydrido Carbyne Complexes

  摘要：

  Rhenium hydrido carbyne complexes Re(equivalent to CCH=CCMe3)C equivalent to CR)HCl(PMe2Ph)(3) (R = H, n-pentyl) PR 1 undergo 1,2-hydrogen shift reactions from the metal to the carbyne carbon atom to give complexes Re(HCCHC(CMe3)CCR)HCl(PMe2Ph)(3), which have two isomeric forms, namely, a metallabicyclo[3.1.0]hexatriene complex, in which the chloride is cis to the metal-bonded CH, and an alkyne-carbene complex, in which the chloride is trans to the metalbonded CH. In contrast, a similar transformation does not occur for the analogous complex Re(equivalent to CCH=C(CMe3)C equivalent to CSiMe3)HCl(PMe2Ph)(3), which has a SiMe, group on the C equivalent to C moiety. A computational study suggests that the difference in the reactivity of the hydrido carbyne complexes is related to steric effects in the corresponding hydride-shift products. Formation of Re(HCCHC(CMe3)CCSiMe3)HCl(PMe2Ph)(3) is not favored, mainly due to the steric interactions of the SiMe3 group with CMe3 and one of the phosphine ligands in the resulting metallabicyclo[3.1.0]hexatriene complex, and of the Siivle, group with the chloride ligand in the resulting allcyne-carbene complex.

  DOI：

  10.1021/om201184m