3-phenyl-8-triphenylphosphoimino-1-azaazulene | 849463-27-0

• 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: 3-phenyl-8-triphenylphosphoimino-1-azaazulene
• 英文别名: Uxjrbzxwqpcddq-uhfffaoysa-；triphenyl-(3-phenylcyclohepta[b]pyrrol-8-yl)imino-λ5-phosphane
• CAS: 849463-27-0
• 化学式: C₃₃H₂₅N₂P
• 分子量: 480.549
• InChiKey: UXJRBZXWQPCDDQ-UHFFFAOYSA-N

物化性质

• 沸点：
  675.2±65.0 °C(Predicted)
• 密度：
  1.13±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8
• 重原子数：
  36
• 可旋转键数：
  5
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  25.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  对甲基苯磺酰异氰酸酯 、 3-phenyl-8-triphenylphosphoimino-1-azaazulene 以 xylene 为溶剂， 反应 4.0h， 以97%的产率得到4-Phenyl-3-p-tolyl-1,2a-diaza-cyclopenta[cd]azulen-2-ylideneamine
  参考文献：
  名称：

  3-Phenyl-8-triphenylphosphoimino-1-azaazulene 与芳基异氰酸酯、芳基异硫氰酸酯和二硫化碳的反应

  摘要：

  3-phenyl-8-triphenylphosphoimino-1-azaazulene (1) 与一些芳基异氰酸酯反应得到 2-arylimino-4-phenyl-2,2a-dihydro-1,2a-diazacyclopent[cd]azulenes (2) 和 8- arylimino-1,8-dihydro-1-azaazulenes (3)。1 与对甲苯磺酰基异氰酸酯反应得到 2-亚氨基-3-(对甲基苯基)-4-苯基-2,2a-二氢-1,2a-二氮杂环戊[cd]azulene 作为环化-重排产物。异硫氰酸苯酯反应得到2。在X射线结构分析和分子轨道计算的基础上，讨论了8-亚氨基-1,8-二氢-1-氮杂薁(3)和8-氨基-1-氮杂薁之间的互变异构。

  DOI：

  10.3987/com-04-s(p)25
• 作为产物：
  描述：

  8-amino-3-phenyl-1-azaazulene 、 二溴三苯基膦 在 三乙胺 作用下， 以 苯 为溶剂， 反应 24.0h， 以90%的产率得到3-phenyl-8-triphenylphosphoimino-1-azaazulene
  参考文献：
  名称：

  Some Reactions of 3-Phenyl-8-triphenyl-phosphoimino-1-azaazulene

  摘要：

  Reaction of 3-phenyl-8-triphenylphosphoimino-1-azaazulene (1) with arylaldehyde gave 2-aryl-4-phenyl-3H-1,2a-diazacyclopent[cd]azulenes. Reaction of I with trans-cinnamaldehyde gave 3-benzyl-1-pheny-2a,5-diazabenz[cd]azulene as cyclization product. Cycloaddition reaction of 1 with dimethyl acetylenedicarboxylate gave tetramethyl 4-phenyl-9,9b-diazaindeno[4,3a,3,2-bcd]azulene-1,2,3,9a-tetracarboxylate and hexamethyl 6phenyl-3aH-10c-azaacephenanthryene-1,2,3,3a,4,5-hexacarboxylate.

  DOI：

  10.3987/com-03-9982

文献信息

• Synthesis and Some Properties of Phosphoimino-1-azaazulene Derivatives
  作者：Noritaka Abe、Hiroyuki Fujii、Kenji Tahara、Motoo Shiro

  DOI：10.3987/com-01-9288

  日期：——

  3-Phenyl-8-triphenylphosphoimino- and 2-triphenylphosphoimino-1-azaazulenes were prepared by the reaction of the corresponding 8- and 2-amino-1-azaazulenes with triphenylphosphine dibromide. The structure of 3-phenyl-8-triphenylphosphoimino-1-azaazulene was investigated by X-Ray crystallographic analysis and molecular orbital calculation. The P-atom has trigonal bipiramidal coordination and the intramolecular distance between the N-1 and the P-atom is 2.762(6) Angstrom, the existence of an interaction between N-1 and the P-atom is considered.
• Some Reactions of 3-Phenyl-8-triphenyl-phosphoimino-1-azaazulene
  作者：Noritaka Abe、Kentaro Nagamatsu、Kenji Tahara、Hiroyuki Fujii

  DOI：10.3987/com-03-9982

  日期：——

  Reaction of 3-phenyl-8-triphenylphosphoimino-1-azaazulene (1) with arylaldehyde gave 2-aryl-4-phenyl-3H-1,2a-diazacyclopent[cd]azulenes. Reaction of I with trans-cinnamaldehyde gave 3-benzyl-1-pheny-2a,5-diazabenz[cd]azulene as cyclization product. Cycloaddition reaction of 1 with dimethyl acetylenedicarboxylate gave tetramethyl 4-phenyl-9,9b-diazaindeno[4,3a,3,2-bcd]azulene-1,2,3,9a-tetracarboxylate and hexamethyl 6phenyl-3aH-10c-azaacephenanthryene-1,2,3,3a,4,5-hexacarboxylate.
• Reactions of 3-Phenyl-8-triphenylphosphoimino-1-azaazulene with Aryl Isocyanate, Aryl Isothiocyanate, and Carbon Disulfide
  作者：Noritaka Abe、Kentaro Nagamatsu、Hiroyuki Fujii、Akikazu Kakehi

  DOI：10.3987/com-04-s(p)25

  日期：——

  Reaction of 3-phenyl-8-triphenylphosphoimino-1-azaazulene (1) with some aryl isocyanates gave 2-arylimino-4-phenyl-2,2a-dihydro-1,2a-diazacyclopent[cd]azulenes (2) and 8-arylimino-1,8-dihydro-1-azaazulenes (3). Reaction of 1 with p-toluenesulfonyl isocyanate gave 2-imino-3-(p-methylphenyl)-4-phenyl-2,2a-dihydro-1,2a-diazacyclopent[cd]azulene as cyclization-rearrangement product. Reaction of phenyl

  3-phenyl-8-triphenylphosphoimino-1-azaazulene (1) 与一些芳基异氰酸酯反应得到 2-arylimino-4-phenyl-2,2a-dihydro-1,2a-diazacyclopent[cd]azulenes (2) 和 8- arylimino-1,8-dihydro-1-azaazulenes (3)。1 与对甲苯磺酰基异氰酸酯反应得到 2-亚氨基-3-(对甲基苯基)-4-苯基-2,2a-二氢-1,2a-二氮杂环戊[cd]azulene 作为环化-重排产物。异硫氰酸苯酯反应得到2。在X射线结构分析和分子轨道计算的基础上，讨论了8-亚氨基-1,8-二氢-1-氮杂薁(3)和8-氨基-1-氮杂薁之间的互变异构。