1,3-(CH2P-i-Pr2)2C10H6 | 897401-35-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1,3-(CH2P-i-Pr2)2C10H6
• 英文别名: [3-[Di(propan-2-yl)phosphanylmethyl]naphthalen-1-yl]methyl-di(propan-2-yl)phosphane；[3-[di(propan-2-yl)phosphanylmethyl]naphthalen-1-yl]methyl-di(propan-2-yl)phosphane
• CAS: 897401-35-3
• 化学式: C₂₄H₃₈P₂
• 分子量: 388.513
• InChiKey: MXYTZQILWLULOY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  26
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  1,3-(CH2P-i-Pr2)2C10H6 在 t-BuOK 作用下， 以 四氢呋喃 为溶剂， 生成
  参考文献：
  名称：

  Metal-Controlled Reactivity of a Pincer-type, σ-Coordinated Naphthyl Radical Anion

  摘要：

  Reduction of the new, naphthalene-based pincer complex [(C10H5(CH2PiPr2)2)Rh(eta1-N2)] with potassium metal gave the corresponding sigma-coordinated naphthyl radical anion complex, with a ring-centered radical and no change in the formal metal oxidation state. This paramagnetic complex can be reoxidized to the diamagnetic one with [Cp2Fe][BF4], the structural integrity being retained. Unexpectedly, treatment of a THF solution of the reduced complex with water leads to the immediate evolution of dihydrogen, with reoxidation to the starting complex. This is in striking contrast with the well-known reactivity of the naphthide radical anion, which undergoes ring protonation by water to form 1,4-dihydronaphthalene and naphthalene in a 1:1 ratio.

  DOI：

  10.1021/ja0615066
• 作为产物：
  描述：

  二异丙基磷化氢 、 1,3-双(溴甲基)萘 以 甲醇 为溶剂， 反应 48.0h， 以76%的产率得到1,3-(CH2P-i-Pr2)2C10H6
  参考文献：
  名称：

  Metal-Controlled Reactivity of a Pincer-type, σ-Coordinated Naphthyl Radical Anion

  摘要：

  Reduction of the new, naphthalene-based pincer complex [(C10H5(CH2PiPr2)2)Rh(eta1-N2)] with potassium metal gave the corresponding sigma-coordinated naphthyl radical anion complex, with a ring-centered radical and no change in the formal metal oxidation state. This paramagnetic complex can be reoxidized to the diamagnetic one with [Cp2Fe][BF4], the structural integrity being retained. Unexpectedly, treatment of a THF solution of the reduced complex with water leads to the immediate evolution of dihydrogen, with reoxidation to the starting complex. This is in striking contrast with the well-known reactivity of the naphthide radical anion, which undergoes ring protonation by water to form 1,4-dihydronaphthalene and naphthalene in a 1:1 ratio.

  DOI：

  10.1021/ja0615066

文献信息

• Metal-Controlled Reactivity of a Pincer-type, σ-Coordinated Naphthyl Radical Anion
  作者：Christian M. Frech、Yehoshoa Ben-David、Lev Weiner、David Milstein

  DOI：10.1021/ja0615066

  日期：2006.6.1

  Reduction of the new, naphthalene-based pincer complex [(C10H5(CH2PiPr2)2)Rh(eta1-N2)] with potassium metal gave the corresponding sigma-coordinated naphthyl radical anion complex, with a ring-centered radical and no change in the formal metal oxidation state. This paramagnetic complex can be reoxidized to the diamagnetic one with [Cp2Fe][BF4], the structural integrity being retained. Unexpectedly, treatment of a THF solution of the reduced complex with water leads to the immediate evolution of dihydrogen, with reoxidation to the starting complex. This is in striking contrast with the well-known reactivity of the naphthide radical anion, which undergoes ring protonation by water to form 1,4-dihydronaphthalene and naphthalene in a 1:1 ratio.