N-bis((1H-benzimidazol-2-yl)methyl)-N-tert-butylamine | 894369-84-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: N-bis((1H-benzimidazol-2-yl)methyl)-N-tert-butylamine
• 英文别名: N,N-bis(benzimidazol-2-ylmethyl)-t-butylamine；N,N-bis(1H-benzimidazol-2-ylmethyl)-2-methylpropan-2-amine
• CAS: 894369-84-7
• 化学式: C₂₀H₂₃N₅
• 分子量: 333.436
• InChiKey: IDOKCAFZGOPROM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  60.6
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-bis((1H-benzimidazol-2-yl)methyl)-N-tert-butylamine 、 copper(II) nitrate 以 甲醇 为溶剂， 生成 N,N-bis(benzimidazol-2-ylmethyl)-t-butylamine(methanol)nitratocopper(II) nitrate
  参考文献：
  名称：

  Nishida, Yuzo; Takahashi, Kazuhiro, Journal of the Chemical Society, Dalton Transactions, 1988, p. 691 - 700

  摘要：

  DOI：
• 作为产物：
  描述：

  N,N-diethyl acetate-N-tert-butylamine 、 邻苯二胺 反应 4.0h， 以65%的产率得到N-bis((1H-benzimidazol-2-yl)methyl)-N-tert-butylamine
  参考文献：
  名称：

  Alternating α-Olefin Distributions via Single and Double Insertions in Chromium-Catalyzed Ethylene Oligomerization

  摘要：

  The catalytic oligomerization of ethylene with chromium-based complexes containing bis(benzimidazolemethyl)amine (BIMA) ligands results in alternating distributions of linear alpha-olefins (LAOs). Extremely high activities are obtained (>100 000 g mmol(-1) h(-1) bar(-1)) with N-alkyl-substituted BIMA ligands, whereas bulky groups on the central nitrogen or alternative central donors result in much lower activities. Variations in the ligand backbone, as well as methylation of the benzimidazole units, lead to reduction in activity. The alternating LAO distributions have been mathematically analyzed using second -order recurrence relations. The shape of the distributions is affected by ethylene pressure (1-4 bar) and by the cocatalyst to some degree. On the basis of the results and analysis presented herein, we propose that the alternating behavior originates from the ability of these chromium BIMA catalysts to undergo single as well as double ethylene insertion reactions. A minor second distribution (<5 wt %) of 2-ethyl-1-alkenes is obtained under certain conditions, resulting from incorporation of 1-butene. DFT studies (MO6L) and experimental observations regarding the reaction between AIMe(3) and the N-methyl BIMA ligand 2 have shown that deprotonation of the benzimidazole N-H units can occur, which suggests a change in coordination of the BIMA ligand under oligomerization conditions.

  DOI：

  10.1021/acs.organomet.6b00671