DPPBr | 1232366-57-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: DPPBr
• CAS: 1232366-57-2
• 化学式: C₂₆H₃₅BrN₂
• 分子量: 455.481
• InChiKey: HJCOFBJVBYCJCW-UHFFFAOYSA-N

物化性质

• 沸点：
  511.1±50.0 °C(Predicted)
• 密度：
  1.16±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.52
• 重原子数：
  29.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  9.86
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  三(2-氨基乙基)胺 、 DPPBr 在 tris-(dibenzylideneacetone)dipalladium(0) 、 R-(+)-1,1'-联萘-2,2'-双二苯膦 、 sodium t-butanolate 作用下， 以 甲苯 为溶剂， 反应 24.0h， 以74%的产率得到H3[DPPN3N]
  参考文献：
  名称：

  Synthesis of [(DPPNCH₂CH₂)₃N]³⁻ Molybdenum Complexes (DPP = 3,5-(2,5-Diisopropylpyrrolyl)₂C₆H₃) and Studies Relevant to Catalytic Reduction of Dinitrogen

  摘要：

  Molybdenum complexes that contain a new TREN-based ligand [(3,5-(2,5-diisopropylpyrrolyl)(2)C6H3NCH2CH2)(3)N](3-) ([DPPN3N](3-)) that are relevant to the catalytic reduction of dinitrogen have been prepared. They are [Bu4N]{[DPPN3N]MoN2), [DPPN3N]MoN2, [DPPN3N]MON=NH, {[DPPN3N]MoN=NH2)[BArt4], [DPPN3N]Mo N, {[DPPN3N]Mo NH}[BAr4f], and {[DPPN3N]MoNH3}[BAr4f] NMR and IR data for [Bu4N]{[DPPN3N]MoN2} and [DPPN3N]MoN2 are close to those reported for the analogous [HIPTN3N](3) compounds (HIPT = hexaisopropylterphenyl), which suggests that the degree of reduction of dinitrogen is virtually identical in the two systems. However, X-ray studies and several exchange studies support the conclusion that the apical pocket is less protected in [DPPN3N]Mo complexes than in [HIPTN3N]Mo complexes. For example, N-15/N-14 exchange studies showed that exchange in [DPPN3N]MoN2 is relatively facile (t(1/2) approximate to 1 h at 1 atm) and depends upon dinitrogen pressure, in contrast to the exchange in [HIPTN3N]MoN2. Several of the [DPPN3N]Mo complexes, e.g., the [DPPN3N]MoN2 and [DPPN3N]MoNH3 species, are also less stable in solution than the analogous "parent" [HIPTN3N]Mo complexes. Four attempted catalytic reductions of dinitrogen with [DPPN3N]MoN yielded 2.53 +/- 0.35 equiv of total ammonia. These studies reveal more than any other just how sensitive a successful catalytic reduction is to small changes in the triamidoamine supporting ligand.

  DOI：

  10.1021/ja1008213
• 作为产物：
  描述：

  5-溴-1,3-苯二胺 、 2,7-二甲基-3,6-辛二酮 在 对甲苯磺酸 作用下， 以 水 、 甲苯 为溶剂， 反应 24.0h， 以72%的产率得到DPPBr
  参考文献：
  名称：

  Synthesis of [(DPPNCH₂CH₂)₃N]³⁻ Molybdenum Complexes (DPP = 3,5-(2,5-Diisopropylpyrrolyl)₂C₆H₃) and Studies Relevant to Catalytic Reduction of Dinitrogen

  摘要：

  Molybdenum complexes that contain a new TREN-based ligand [(3,5-(2,5-diisopropylpyrrolyl)(2)C6H3NCH2CH2)(3)N](3-) ([DPPN3N](3-)) that are relevant to the catalytic reduction of dinitrogen have been prepared. They are [Bu4N]{[DPPN3N]MoN2), [DPPN3N]MoN2, [DPPN3N]MON=NH, {[DPPN3N]MoN=NH2)[BArt4], [DPPN3N]Mo N, {[DPPN3N]Mo NH}[BAr4f], and {[DPPN3N]MoNH3}[BAr4f] NMR and IR data for [Bu4N]{[DPPN3N]MoN2} and [DPPN3N]MoN2 are close to those reported for the analogous [HIPTN3N](3) compounds (HIPT = hexaisopropylterphenyl), which suggests that the degree of reduction of dinitrogen is virtually identical in the two systems. However, X-ray studies and several exchange studies support the conclusion that the apical pocket is less protected in [DPPN3N]Mo complexes than in [HIPTN3N]Mo complexes. For example, N-15/N-14 exchange studies showed that exchange in [DPPN3N]MoN2 is relatively facile (t(1/2) approximate to 1 h at 1 atm) and depends upon dinitrogen pressure, in contrast to the exchange in [HIPTN3N]MoN2. Several of the [DPPN3N]Mo complexes, e.g., the [DPPN3N]MoN2 and [DPPN3N]MoNH3 species, are also less stable in solution than the analogous "parent" [HIPTN3N]Mo complexes. Four attempted catalytic reductions of dinitrogen with [DPPN3N]MoN yielded 2.53 +/- 0.35 equiv of total ammonia. These studies reveal more than any other just how sensitive a successful catalytic reduction is to small changes in the triamidoamine supporting ligand.

  DOI：

  10.1021/ja1008213