1,1,4,4-tetraphenyl-2-aza-1,3-butadiene | 26067-99-2

• 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: 1,1,4,4-tetraphenyl-2-aza-1,3-butadiene
• 英文别名: 1,1,4,4-Tetraphenyl-2-azabutadiene；N-(Diphenylmethylen)-2,2-diphenylvinyl-amin；N-(Diphenylmethylen)-2,2-diphenylvinylamin；1,1,4,4-Tetraphenyl-2-azabutadien；Azabutadien；N-(2,2-diphenylethenyl)-1,1-diphenylmethanimine
• CAS: 26067-99-2
• 化学式: C₂₇H₂₁N
• 分子量: 359.47
• InChiKey: FZXVFOXGYVPCBP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.4
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  4.0
• 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：

  1,1,4,4-tetraphenyl-2-aza-1,3-butadiene 、 p-nitrobenzonitrile oxide 以 乙醚 、 二氯甲烷 为溶剂， 反应 48.0h， 以38%的产率得到4-(2,2-diphenylethenyl)-3-(4-nitrophenyl)-5,5-diphenyl-1,2,4-oxadiazole
  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)-1,1-diphenylaethanol 在 吡啶 、 氯化亚砜 作用下， 生成 1,1,4,4-tetraphenyl-2-aza-1,3-butadiene
  参考文献：
  名称：

  Kauffmann,T. et al., Chemische Berichte, 1977, vol. 110, p. 2659 - 2664

  摘要：

  DOI：

文献信息

• Nickel-catalyzed Reactions of Thiazoles, Isoxazoles, Oxazolines and Thiazolines with Grignard Reagents
  作者：Ernest Wenkert、Aili Han

  DOI：10.3987/com-89-s86

  日期：——
• Convenient Preparations of Diethyl [(Acylamino)methyl]phosphonates, 2-Azabutadienes, and Isoquinolines from a 1,2-Monoazabisylide Equivalent
  作者：Alan R. Katritzky、Guifen Zhang、Jinlong Jiang

  DOI：10.1021/jo00095a035

  日期：1994.8

  Diethyl [(triphenylphosphoranylidene)amino]methyl]phosphonate (4), prepared in situ by treatment of 1-[[(triphenylphosphoranylidene)amino]methyl]benzotriazole (betmip 6) with diethyl phosphite anion,is converted by treatment with butyllithium into the corresponding carbanion 5. Carbanion 5, the first example of a 1,2-monoazabisylide equivalent, provides a versatile synthetic method to introduce the C=NC=C structural unit, as illustrated by convenient preparations of 1,4-diaryl-2-azabutadienes, 1,1,4,4-tetraaryl-2-azabutadienes, diethyl [(acylamino)methyl]phosphonates, and isoquinolines.
• Betmip (1-(triphenylphosphorylideneaminomethyl)benzotriazole), A unique CH2=N-PPh3+X? equivalent for organic synthesis
  作者：Alan R. Katritzky、Jinlong Jiang

  DOI：10.1002/prac.199633801132

  日期：——
• WENKERT, ERNEST;HAN, AILI, HETEROCYCLES, 30,(1990) N, C. 929-937
  作者：WENKERT, ERNEST、HAN, AILI

  DOI：——

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

  DOI：——

  日期：——