tert-butyl-(4-trifluoromethyl-benzyldene)amine | 86402-02-0

• 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: tert-butyl-(4-trifluoromethyl-benzyldene)amine
• 英文别名: 4-trifluoromethylbenzylidene-tert-butylamine
• CAS: 86402-02-0
• 化学式: C₁₂H₁₄F₃N
• 分子量: 229.245
• InChiKey: QXJSKXGIXWWSMI-LZYBPNLTSA-N

物化性质

• 沸点：
  243.3±40.0 °C(Predicted)
• 密度：
  1.04±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.92
• 重原子数：
  16.0
• 可旋转键数：
  1.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 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：

  tert-butyl-(4-trifluoromethyl-benzyldene)amine 在 间氯过氧苯甲酸 作用下， 以 氘代氯仿 为溶剂， 生成 2-tert-Butyl-3-(4-trifluoromethyl-phenyl)-oxaziridine
  参考文献：
  名称：

  Boyd, Derek R.; Coulter, Peter B.; McGuckin, M. Rosaleen, Journal of the Chemical Society. Perkin transactions I, 1990, # 2, p. 301 - 306

  摘要：

  DOI：
• 作为产物：
  描述：

  对三氟甲基苯甲醛 、 叔丁胺 在 4 A molecular sieve 作用下， 以 正己烷 为溶剂， 反应 10.0h， 生成 tert-butyl-(4-trifluoromethyl-benzyldene)amine
  参考文献：
  名称：

  Rhenium-Catalyzed Formation of Indene Frameworks via C−H Bond Activation:  [3+2] Annulation of Aromatic Aldimines and Acetylenes

  摘要：

  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.

  DOI：

  10.1021/ja0528174

文献信息

• Autoxidation reactions of imines to form oxaziridines and amides
  作者：Barbara J. Auret、Derek R. Boyd、Peter B. Coulter

  DOI：10.1039/c39840000463

  日期：——

  The formation of oxaziridines and the isomeric amides in equal amounts by the spontaneous autoxidation of several liquid imines via peroxyimidic acid intermediates is reported.

  据报道，通过过氧亚甲基酸中间体自发地自氧化几种液态亚胺，形成等量的恶唑烷和异构酰胺。
• 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。
• Ruthenium-catalyzed nitrogen-directed ortho C H borylation of aromatic imines with pinacolborane
  作者：Yuna Maeda、Masaru Sato、Shinsuke Okada、Miki Murata

  DOI：10.1016/j.tetlet.2018.05.038

  日期：2018.6

  An efficient ruthenium catalyst system for the direct ortho CH borylation of aromatic imines is described. The reaction of tert-butyl-1-arylmethanimines with pinacolborane in the presence of Ru(cod)(cot), followed by hydrolysis, to afford the ortho-formyl-substituted arylboronates. The borylation was achieved with complete mono-selectivity.

  描述了用于芳族亚胺的直接邻位C H硼化的有效钌催化剂体系。在Ru（cod）（cot）存在下，叔丁基-1-芳基甲亚胺叔胺与频哪醇硼烷反应，然后水解，得到邻甲酰基取代的芳基硼酸酯。硼酸酯化具有完全的单选择性。