1-(diisopropylphosphino)heptan-1-one | 1394232-39-3

• 分子结构分类: 有机化合物 - 有机磷化合物 - 有机膦及其衍生物
• 英文名称: 1-(diisopropylphosphino)heptan-1-one
• 英文别名: 1-Di(propan-2-yl)phosphanylheptan-1-one
• CAS: 1394232-39-3
• 化学式: C₁₃H₂₇OP
• 分子量: 230.331
• InChiKey: GUALEKRDULOHRD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  15
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  bis[dichloro(pentamethylcyclopentadienyl)iridium(III)] 、 1-(diisopropylphosphino)heptan-1-one 以 四氢呋喃 为溶剂， 反应 2.0h， 以97%的产率得到[Cp*Ir(ⁱPr₂P{heptanoyl})Cl₂]
  参考文献：
  名称：

  Site-Selective Alkyl Dehydrogenation of a Coordinated Acylphosphine Ligand

  摘要：

  Regio- and stereoselective alkane dehydrogenation is a difficult challenge in organometallic chemistry. Intermolecular reactions of this type typically produce numerous olefin stereo- and regioisomers. Herein, we report our initial investigations into the intramolecular dehydrogenation of a datively bound alkyl ligand, demonstrating the first example of a site-selective dehydrogenation of an unactivated acyclic alkyl group. The alkyl group is located on an acylphosphine ligand that is coordinated to a Cp*IrCl2 monomer. A mechanistic proposal, guided by the isolation of a dimeric iridium complex and supported by computational results, is also described.

  DOI：

  10.1021/om300471h
• 作为产物：
  描述：

  庚酸 在 氯化亚砜 、 三乙胺 作用下， 以 乙醚 为溶剂， 反应 2.0h， 生成 1-(diisopropylphosphino)heptan-1-one
  参考文献：
  名称：

  Site-Selective Alkyl Dehydrogenation of a Coordinated Acylphosphine Ligand

  摘要：

  Regio- and stereoselective alkane dehydrogenation is a difficult challenge in organometallic chemistry. Intermolecular reactions of this type typically produce numerous olefin stereo- and regioisomers. Herein, we report our initial investigations into the intramolecular dehydrogenation of a datively bound alkyl ligand, demonstrating the first example of a site-selective dehydrogenation of an unactivated acyclic alkyl group. The alkyl group is located on an acylphosphine ligand that is coordinated to a Cp*IrCl2 monomer. A mechanistic proposal, guided by the isolation of a dimeric iridium complex and supported by computational results, is also described.

  DOI：

  10.1021/om300471h

文献信息

• Site-Selective Alkyl Dehydrogenation of a Coordinated Acylphosphine Ligand
  作者：Sean M. Whittemore、Ryan J. Yoder、James P. Stambuli

  DOI：10.1021/om300471h

  日期：2012.9.10

  Regio- and stereoselective alkane dehydrogenation is a difficult challenge in organometallic chemistry. Intermolecular reactions of this type typically produce numerous olefin stereo- and regioisomers. Herein, we report our initial investigations into the intramolecular dehydrogenation of a datively bound alkyl ligand, demonstrating the first example of a site-selective dehydrogenation of an unactivated acyclic alkyl group. The alkyl group is located on an acylphosphine ligand that is coordinated to a Cp*IrCl2 monomer. A mechanistic proposal, guided by the isolation of a dimeric iridium complex and supported by computational results, is also described.