2-(4-Bromophenyl)phenanthro[9,10-d]triazole | 181054-02-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: 2-(4-Bromophenyl)phenanthro[9,10-d]triazole
• CAS: 181054-02-4
• 化学式: C₂₀H₁₂BrN₃
• 分子量: 374.239
• InChiKey: MVIAVCWVPPOXOI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  24
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  30.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  硫酸二甲酯 、 2-(4-Bromophenyl)phenanthro[9,10-d]triazole 在 sodium perchlorate 作用下， 生成 2-(4-Bromo-phenyl)-1-methyl-2H-phenanthro[9,10-d][1,2,3]triazol-1-ium; perchlorate
  参考文献：
  名称：

  New phenanthrene systems: spiro-fused tricyclic phenanthro-1,2,4-triazolo-[4,3-d]-1,2,4-triazines and -[3,4-d]-1,2,5-oxadiazines: ring expansions of N-methylphenanthroazoliums

  摘要：

  介绍了取代菲罗[9,10-e]-1,2,4-三嗪和菲罗[9,10-c]-1,2,5-恶二嗪的新路线。 这些化合物与 C-苯基-N-对硝基苯腈亚胺[IUPAC 名称：2-苄叉-1-(对硝基苯基)肼-2-鎓-1-ide]发生环加成反应，生成了新的取代的螺三环菲并-1,2,4-三唑并[4,3-d][1,2,4]三嗪和菲并-1,2,4-三唑并[3,4-d][1,2,5]恶二嗪。报告了 7,10-二苯基-5-（4′-硝基苯基）-9,10-二氢-5H-菲罗[9,10-e][1,2,4]三唑并[4,3-d][1,2,4]三嗪 5a 的 X 射线晶体结构。

  DOI：

  10.1039/a605770e
• 作为产物：
  描述：

  (4-Bromophenyl)-[10-[(4-bromophenyl)diazenyl]phenanthren-9-yl]diazene 在 三氯化磷 作用下， 以87%的产率得到2-(4-Bromophenyl)phenanthro[9,10-d]triazole
  参考文献：
  名称：

  Tricyclic phenanthrene systems: substituted phenanthro[9,10-e]-1,2,3-triazines and fused phenanthro-azolo-1,2,3-triazoles from cycloaddition—rearrangement sequences of 9,10-bisarylazophenanthrenes with 2π-dipolarophiles. Azolium 1,3-dipoles

  摘要：

  A range of new fused ring systems based on phenanthrene were obtained from cycloaddition-rearrangement reactions of 9, 10-bisarylazophenanthrenes with alkyne and alkene dipolarophilles. These new rings include substituted phenanthro[9,10-e]-1,2,3-triazines, the tricyclic systems, substituted 3a,6a-(biphen-2,2'-yl)hexahydropyrrolo[2, 3-d]-1,2,3-triazoles and substituted 3a,6a-(biphen-2,2'-yl)hexahydroimidazo[4,5-d]-1,2,3-triazoles. X-Ray crystal structures are reported on 2-(p-bromophenyl)-4 -methoxycarbonyl-4-(p-bromophenyliminomethoxalyl)-3,4-dihydrophenanthro[9,10-e]-1,2,3-triazin-2-ium-3-ide 6b, and 2,4-diphenyl-3a,6a-(biphen-2,2'-yl)-5,6-hexahydropyrrolo[2,3-d]-1,2, 3-triazol-2-ium-1-ide 11a.

  DOI：

  10.1039/p19960001623

文献信息

• Tricyclic phenanthrene systems: substituted phenanthro[9,10-e]-1,2,3-triazines and fused phenanthro-azolo-1,2,3-triazoles from cycloaddition—rearrangement sequences of 9,10-bisarylazophenanthrenes with 2π-dipolarophiles. Azolium 1,3-dipoles
  作者：Richard N. Butler、Fiona A. Lysaght、Peter D. McDonald、Carmel S. Pyne、Patrick McArdle、Desmond Cunningham

  DOI：10.1039/p19960001623

  日期：——

  A range of new fused ring systems based on phenanthrene were obtained from cycloaddition-rearrangement reactions of 9, 10-bisarylazophenanthrenes with alkyne and alkene dipolarophilles. These new rings include substituted phenanthro[9,10-e]-1,2,3-triazines, the tricyclic systems, substituted 3a,6a-(biphen-2,2'-yl)hexahydropyrrolo[2, 3-d]-1,2,3-triazoles and substituted 3a,6a-(biphen-2,2'-yl)hexahydroimidazo[4,5-d]-1,2,3-triazoles. X-Ray crystal structures are reported on 2-(p-bromophenyl)-4 -methoxycarbonyl-4-(p-bromophenyliminomethoxalyl)-3,4-dihydrophenanthro[9,10-e]-1,2,3-triazin-2-ium-3-ide 6b, and 2,4-diphenyl-3a,6a-(biphen-2,2'-yl)-5,6-hexahydropyrrolo[2,3-d]-1,2, 3-triazol-2-ium-1-ide 11a.
• New phenanthrene systems: spiro-fused tricyclic phenanthro-1,2,4-triazolo-[4,3-d]-1,2,4-triazines and -[3,4-d]-1,2,5-oxadiazines: ring expansions of N-methylphenanthroazoliums
  作者：Richard N. Butler、John M. McMahon、Peter D. McDonald、Carmel S. Pyne、Simon Schambony、Patrick McArdle、Desmond Cunningham

  DOI：10.1039/a605770e

  日期：——

  New routes to substituted phenanthro[9,10-e]-1,2,4-triazines and phenanthro[9,10-c]-1,2,5-oxadiazines are described. Cycloadditions of these with C-phenyl-N-p-nitrophenylnitrile imide [IUPAC name: 2-benzylidene-1-(p-nitrophenyl)hydrazin-2-ium-1-ide] gave new substituted spiro-tricyclic phenanthro-1,2,4-triazolo[4,3-d][1,2,4]triazines and phenanthro-1,2,4-triazolo[3,4-d][1,2,5]oxadiazines. An X-ray crystal structure is reported on 7,10-diphenyl-5-(4′-nitrophenyl)-9,10-dihydro-5H-phenant hro[9,10-e][1,2,4]triazolo[4,3-d][1,2,4]triazine 5a.

  介绍了取代菲罗[9,10-e]-1,2,4-三嗪和菲罗[9,10-c]-1,2,5-恶二嗪的新路线。 这些化合物与 C-苯基-N-对硝基苯腈亚胺[IUPAC 名称：2-苄叉-1-(对硝基苯基)肼-2-鎓-1-ide]发生环加成反应，生成了新的取代的螺三环菲并-1,2,4-三唑并[4,3-d][1,2,4]三嗪和菲并-1,2,4-三唑并[3,4-d][1,2,5]恶二嗪。报告了 7,10-二苯基-5-（4′-硝基苯基）-9,10-二氢-5H-菲罗[9,10-e][1,2,4]三唑并[4,3-d][1,2,4]三嗪 5a 的 X 射线晶体结构。