1,1,3,3-tetrabutylisoindolin-2-oxyl | 1234321-53-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: 1,1,3,3-tetrabutylisoindolin-2-oxyl
• 英文别名: TBINO
• CAS: 1234321-53-9
• 化学式: C₂₄H₄₀NO
• 分子量: 358.588
• InChiKey: HBDYGLORRYRORB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.7
• 重原子数：
  26
• 可旋转键数：
  12
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  4.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (tetramesitylporphyrinato)rhodium(II) 、 1,1,3,3-tetrabutylisoindolin-2-oxyl 在 三苯基膦 作用下， 以 苯 为溶剂， 反应 60.0h， 以17%的产率得到Rh(tmp)Me
  参考文献：
  名称：

  Ligand-Enhanced Aliphatic Carbon−Carbon Bond Activation of Nitroxides by Rhodium(II) Porphyrin

  摘要：

  Rh(tmp) underwent Ph3P-enhanced aliphatic carbon carbon bond activation with various nitroxides. (Ph3P)Rh(tmp), rapidly formed from Rh(tmp) and Ph3P, enhanced the rate, selectivity, and yield in comparison to Rh(tmp). From kinetic studies, the rate of reaction showed a first-order dependence on both Rh(tmp) and TEMPO (TEMPO = 2,2,6,6-tetramethylpiperidine-1-oxyl) and saturation kinetics on Ph3P. The rate enhancement of (Ph3P)Rh(tmp) over Rh(tmp) was estimated to be about 11 at 70 degrees C.

  DOI：

  10.1021/om1000869
• 作为产物：
  描述：

  1,1,3,3-Tetrabutyl-isoindolin 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 以99%的产率得到1,1,3,3-tetrabutylisoindolin-2-oxyl
  参考文献：
  名称：

  Ligand-Enhanced Aliphatic Carbon−Carbon Bond Activation of Nitroxides by Rhodium(II) Porphyrin

  摘要：

  Rh(tmp) underwent Ph3P-enhanced aliphatic carbon carbon bond activation with various nitroxides. (Ph3P)Rh(tmp), rapidly formed from Rh(tmp) and Ph3P, enhanced the rate, selectivity, and yield in comparison to Rh(tmp). From kinetic studies, the rate of reaction showed a first-order dependence on both Rh(tmp) and TEMPO (TEMPO = 2,2,6,6-tetramethylpiperidine-1-oxyl) and saturation kinetics on Ph3P. The rate enhancement of (Ph3P)Rh(tmp) over Rh(tmp) was estimated to be about 11 at 70 degrees C.

  DOI：

  10.1021/om1000869

文献信息

• Ligand-Enhanced Aliphatic Carbon−Carbon Bond Activation of Nitroxides by Rhodium(II) Porphyrin
  作者：Kin Shing Chan、Xin Zhu Li、Siu Yin Lee

  DOI：10.1021/om1000869

  日期：2010.7.12

  Rh(tmp) underwent Ph3P-enhanced aliphatic carbon carbon bond activation with various nitroxides. (Ph3P)Rh(tmp), rapidly formed from Rh(tmp) and Ph3P, enhanced the rate, selectivity, and yield in comparison to Rh(tmp). From kinetic studies, the rate of reaction showed a first-order dependence on both Rh(tmp) and TEMPO (TEMPO = 2,2,6,6-tetramethylpiperidine-1-oxyl) and saturation kinetics on Ph3P. The rate enhancement of (Ph3P)Rh(tmp) over Rh(tmp) was estimated to be about 11 at 70 degrees C.