(E)-1,1,4-triphenyl-2-aza-1,3-butadiene | 155997-59-4

• 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: (E)-1,1,4-triphenyl-2-aza-1,3-butadiene
• 英文别名: N-(diphenylmethylene)-2-phenyl-etheneamine；(E)-1,1-diphenyl-N-styrylmethanimine；1,1-diphenyl-N-[(E)-2-phenylethenyl]methanimine
• CAS: 155997-59-4
• 化学式: C₂₁H₁₇N
• 分子量: 283.373
• InChiKey: DXNKCVMSLLRFHC-WUKNDPDISA-N

物化性质

• 沸点：
  418.8±28.0 °C(Predicted)
• 密度：
  0.97±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  12.4
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  重氮甲烷 、 (E)-1,1,4-triphenyl-2-aza-1,3-butadiene 以 乙醚 、 二氯甲烷 为溶剂， 反应 72.0h， 以19%的产率得到1,1-diphenyl-N-[(3R,4R)-4-phenyl-4,5-dihydro-3H-pyrazol-3-yl]methanimine
  参考文献：
  名称：

  Substituent effects on 1,3-dipolar cycloadditions to some 1,1-diphenyl-2-aza-1,3-butadiene derivatives.

  摘要：

  The reactivity and in particular the siteselectivity of [3+2] electrocyclic additions to 1,1-diphenyl-2-aza-1,3-butadienes, substituted or not on the terminal carbon with methyl and phenyl, and with a 3-carbomethoxyl group, have been investigated with the 1,3-dipolar reagents 4-nitrobenzonitrile oxide and diazomethane. The role of the 3-carbomethoxy substituent in determining the siteselectivity observed in these reactions is discussed in relation to experimental results and to conformational models of some of the tested 2-azadiene dipolarophiles calculated on AM1 bases.

  DOI：

  10.1016/s0040-4020(01)90397-7
• 作为产物：
  描述：

  2-diphenylmethylenamino-1-phenylethanol 生成 (E)-1,1,4-triphenyl-2-aza-1,3-butadiene
  参考文献：
  名称：

  Balsamini Cesarino, Bedini Annalida, Spadoni Gilberto, Burdisso Marina, C+, Tetrahedron, 50 (1994) N 12, S 3773-3784

  摘要：

  DOI：

文献信息

• Copper‐Catalysed Electrophilic Amination of Aryl(alkenyl) Boronic Acids with Nitrogen‐Containing Hypervalent Iodine (III) Reagent
  作者：Yuanyuan Hu、Songlin Zheng、Wu Fan、Weiming Yuan

  DOI：10.1002/adsc.202100594

  日期：2021.10.19

  A copper-catalysed electrophilic N-imination of aryl(alkenyl) boronic acids with a stable hypervalent iodine(III) reagent containing a transferable (diarylmethylene)amino group is developed. The electrophilic C−N cross-coupling reaction proceeds smoothly at room temperature under oxidant-free and base-free conditions, which is further characterized by the broad functional group compatibility, thereof

  开发了一种铜催化的芳基（烯基）硼酸的亲电N-亚胺化反应，该反应使用含有可转移（二芳基亚甲基）氨基的稳定高价碘 (III) 试剂。亲电C-N的交叉偶联反应在室温下顺利地进行氧化剂-自由和无碱基的条件下，其特征还在于由广泛的官能团的相容性下，其延伸的Ñ -electrophile亲电C-N交的范围在N -O 和N -Cl 试剂限制之外进行偶联。
• N-Substituted Imines by the Copper-Catalyzed <i>N</i>-Imination of Boronic Acids and Organostannanes with <i>O</i>-Acyl Ketoximes
  作者：Songbai Liu、Ying Yu、Lanny S. Liebeskind

  DOI：10.1021/ol070561w

  日期：2007.5.1

  Catalytic quantities of copper(I) or copper(II) sources catalyze the N-imination of boronic acids and organostannanes through reaction with oxime O-carboxylates under nonbasic conditions. This method tolerates various functional groups and takes place efficiently using aryl, heteroaryl, and alkenyl boronic acids and stannanes.