N-(diphenylmethylene)octan-1-amine | 51411-33-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-(diphenylmethylene)octan-1-amine
• 英文别名: N-(diphenylmethylene)-1-octanamine；N-(n-Octyl)-diphenylmethanimin
• CAS: 51411-33-7
• 化学式: C₂₁H₂₇N
• 分子量: 293.452
• InChiKey: CEKDFNIEMKHJMY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.88
• 重原子数：
  22.0
• 可旋转键数：
  9.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  12.36
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  N-(diphenylmethylene)octan-1-amine 在 1-(4,4,5,5-tetramethyl-1,3,2-dioxaboronia-2-yl)-1,4-diazabicyclo[2.2.2]octane tetrakis-(pentafluorophenyl)borate 、 水 作用下， 以 二氯甲烷 为溶剂， 反应 5.0h， 生成 N-benzhydryloctan-1-amine
  参考文献：
  名称：

  Taking the F out of FLP: Simple Lewis Acid–Base Pairs for Mild Reductions with Neutral Boranes via Borenium Ion Catalysis

  摘要：

  Discrete three-coordinate borenium salts 1c and 1d are accessed by cooperative Lewis acid-base pair-mediated heterolytic splitting of the B-H bond in pinacolborane by B(C6F5)(3)center dot DABCO and Ph3C+/DABCO, respectively. The resulting salts are competent catalysts in the reduction of a broad range of imines and can be generated in situ. Moreover, a mechanistic framework for borenium catalysis based on experimental evidence is proposed. The reaction is suggested to proceed by borenium activation of the imine substrate followed by counterintuitive hydride delivery from HBPin (with the assistance of DABCO) rather than from the HB(C6F5)(3)(-) anion, contrary to typical mechanisms of reduction in FLP systems.

  DOI：

  10.1021/ja307374j
• 作为产物：
  描述：

  1-溴代庚烷 、 N-(二苯基亚甲基)-甲胺 生成 N-(diphenylmethylene)octan-1-amine
  参考文献：
  名称：

  Hullot,P.; Cuvigny,T., Bulletin de la Societe Chimique de France, 1973, p. 2989 - 2992

  摘要：

  DOI：

文献信息

• Bidentate geometry-constrained iminopyridyl nickel-catalyzed synthesis of amines or imines via borrowing hydrogen or dehydrogenative condensation
  作者：Yong Jiang、Miao Hu、Nan Sun、Baoxiang Hu、Zhenlu Shen、Xinquan Hu、Liqun Jin

  DOI：10.1016/j.tetlet.2020.152604

  日期：2020.12

  efficient Ni-catalyzed N-alkylation of various anilines with alcohols via borrowing hydrogen is reported using a bidentate geometry-constrained iminopyridyl nickel complex as the catalyst. Substituted benzylic alcohols and short/long chain aliphatic alcohols could be applied as the alkylation sources to couple with aromatic and heteroaromatic amines to give a diverse set of N-alkylation outcomes in moderate

  报道了使用双齿几何约束的亚氨基吡啶基镍配合物作为催化剂，通过借入氢用醇对各种苯胺与醇的有效的Ni催化的N-烷基化。取代的苄醇和短/长链脂族醇可以用作烷基化源，与芳族和杂芳族胺偶联，以中等至极好的收率得到各种N-烷基化结果。镍催化体系也适用于脂肪族胺，可通过无受体脱氢缩合策略选择性地输送相应的亚胺。