N,N-di(propan-2-yl)-2H-borinin-1-amine | 173437-62-2

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: N,N-di(propan-2-yl)-2H-borinin-1-amine
• CAS: 173437-62-2
• 化学式: C₁₁H₂₀BN
• 分子量: 177.097
• InChiKey: YMUICGCAMYAQNL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.76
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  1-chloro-1-boracyclohexa-2,5-diene 在 LDA 作用下， 以 氘代四氢呋喃 、 正戊烷 为溶剂， 生成 N,N-di(propan-2-yl)-2H-borinin-1-amine
  参考文献：
  名称：

  Aminoboratabenzenes. An Evaluation of the Exocyclic B−N Interaction

  摘要：

  The reaction of 1-chloro-1-boracyclohexa-2,5-diene with diisopropylamine or N-benzyl-N-methylamine followed by reaction with LDA in THF affords lithium N,N-diisopropyl-1-aminoboratabenzene (9b) or lithium N-benzyl-N-methyl-1 -aminoboratabenzene (9c), respectively. The reaction of 9b with FeCl2 affords bis(N,N-diisopropyl-1-aminoboratab enzene)iron (18b), while the reaction of 9b or 9c with Mn(CO)(3)(CH3CN)(3)PF6 affords tricarbonyl[N,N-diisopropyl-1-aminoboratabenzene)manganese (19b) or tricarbonyl-1-(N-benzyl-N-methylamino) boratabenzene manganese (19b), respectively. Photochemical displacement of CO by PMe(3) from 19b affords dicarbonyl(trimethylphosphine) (N-benzyl-N-methyl-1-aminoboratabenzene)manganese (20b). The rates of bond rotation about the B-N bonds of 9c, 18b, 19b,c, and 20b have been determined using variable-temperature NMR spectroscopy. The rates depend markedly on the electron-withdrawing power of the coordinating metal group. The boron atom is weakly coordinated to manganese (B-Mn = 2.485(3) Angstrom) and strongly bound to nitrogen (B-N = 1.417 (3) Angstrom).

  DOI：

  10.1021/om9506330

文献信息

• Aminoboratabenzenes. An Evaluation of the Exocyclic B−N Interaction
  作者：Arthur J. Ashe、Jeff W. Kampf、Christian Müller、Manuela Schneider

  DOI：10.1021/om9506330

  日期：1996.1.9

  The reaction of 1-chloro-1-boracyclohexa-2,5-diene with diisopropylamine or N-benzyl-N-methylamine followed by reaction with LDA in THF affords lithium N,N-diisopropyl-1-aminoboratabenzene (9b) or lithium N-benzyl-N-methyl-1 -aminoboratabenzene (9c), respectively. The reaction of 9b with FeCl2 affords bis(N,N-diisopropyl-1-aminoboratab enzene)iron (18b), while the reaction of 9b or 9c with Mn(CO)(3)(CH3CN)(3)PF6 affords tricarbonyl[N,N-diisopropyl-1-aminoboratabenzene)manganese (19b) or tricarbonyl-1-(N-benzyl-N-methylamino) boratabenzene manganese (19b), respectively. Photochemical displacement of CO by PMe(3) from 19b affords dicarbonyl(trimethylphosphine) (N-benzyl-N-methyl-1-aminoboratabenzene)manganese (20b). The rates of bond rotation about the B-N bonds of 9c, 18b, 19b,c, and 20b have been determined using variable-temperature NMR spectroscopy. The rates depend markedly on the electron-withdrawing power of the coordinating metal group. The boron atom is weakly coordinated to manganese (B-Mn = 2.485(3) Angstrom) and strongly bound to nitrogen (B-N = 1.417 (3) Angstrom).