N-tert-butyl-3-methyl-2-phenyl-3H-inden-1-amine | 866822-22-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚和异茚
• 英文名称: N-tert-butyl-3-methyl-2-phenyl-3H-inden-1-amine
• 英文别名: N-tert-Butyl-1-methyl-2-phenyl-1H-inden-3-amine
• CAS: 866822-22-2
• 化学式: C₂₀H₂₃N
• 分子量: 277.409
• InChiKey: UTBHLGRXZZOAHC-UHFFFAOYSA-N

物化性质

• 沸点：
  412.6±45.0 °C(Predicted)
• 密度：
  1.05±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  12
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  N-tert-butyl-2-methyl-3-phenyl-3H-inden-1-amine 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 生成 N-tert-butyl-3-methyl-2-phenyl-3H-inden-1-amine
  参考文献：
  名称：

  Rearrangement of Indene Skeletons under Mild Conditions

  摘要：

  Isomerization between two isomers of 1,2-disubstituted 3-aminoindenes occurs via the rearrangement of indene frameworks. In contrast to previous rearrangements of indene derivatives, which occur under high-temperature conditions or the irradiation of light, this rearrangement proceeds at room temperature without UV light irradiation. An amino group at the 3-position plays an important role to accelerate the rearrangement under mild conditions.

  DOI：

  10.1021/jo070537w

文献信息

• Insertion of Polar and Nonpolar Unsaturated Molecules into Carbon−Rhenium Bonds Generated by C−H Bond Activation:  Synthesis of Phthalimidine and Indene Derivatives
  作者：Yoichiro Kuninobu、Yukimi Tokunaga、Atsushi Kawata、Kazuhiko Takai

  DOI：10.1021/ja054216i

  日期：2006.1.1

  A rhenium complex, [ReBr(CO)(3)(thf)](2), catalyzes the reaction of an aromatic aldimine with an isocyanate and an acetylene to give a phthalimidine and an indene derivative in a quantitative yield, respectively. The reactions proceed via C-H bond activation, insertion of the isocyanate or the acetylene, intramolecular nucleophilic cyclization to the aldimine of the generated amido- or alkenyl-rhenium

  铼配合物 [ReBr(CO)(3)(thf)](2) 催化芳香醛亚胺与异氰酸酯和乙炔反应，分别以定量收率得到邻苯二甲酰亚胺和茚衍生物。反应通过 CH 键活化、异氰酸酯或乙炔的插入、分子内亲核环化为生成的酰胺或烯基铼物质的醛亚胺以及还原消除进行。与通常用于此类反应的钌和铑催化剂相反，铼催化剂促进极性不饱和分子的插入。这比插入非极性不饱和分子更容易发生。
• Rhenium-Catalyzed Formation of Indene Frameworks via C−H Bond Activation:  [3+2] Annulation of Aromatic Aldimines and Acetylenes
  作者：Yoichiro Kuninobu、Atsushi Kawata、Kazuhiko Takai

  DOI：10.1021/ja0528174

  日期：2005.10.1

  A rhenium complex, [ReBr(CO)3(thf)]2, catalyzes the reaction of an aromatic aldimine with an acetylene to give an indene derivative in a quantitative yield. The reaction proceeds via C-H bond activation, insertion of the acetylene, intramolecular nucleophilic cyclization, and reductive elimination. In contrast to ruthenium and rhodium catalysts, which are usually employed in this type of reaction, the rhenium catalyst promotes the intramolecular nucleophilic cyclization of the alkenylmetal species generated by insertion of the acetylene.