2-(4-苯基丁基)苯基叠氮化物 | 164398-39-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2-(4-苯基丁基)苯基叠氮化物
• 英文名称: 2-(4-Phenylbutyl)phenyl azide
• 英文别名: 1-Azido-2-(4-phenylbutyl)benzene
• CAS: 164398-39-4
• 化学式: C₁₆H₁₇N₃
• 分子量: 251.331
• InChiKey: WCUFEIVEKVAMMQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  14.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(4-苯基丁基)苯基叠氮化物 在 (Et4N)2[(Co(II)(μ2-N(o-PhNC(O)(i-Pr)-κN)2))2] 作用下， 以 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 48.0h， 以30%的产率得到phenyl-2, tetrahydro-2,3,4,5 benzo (b) 1H-azepine
  参考文献：
  名称：

  Cobalt catalyzed sp³ C–H amination utilizing aryl azides

  摘要：

  一种由模块化、可调节的氧化还原活性配体系统支持的双核Co(ii)配合物能够在低（1 mol％）催化剂负载下，对芳基偶氮化物进行选择性的C-H胺化反应，形成吲哚烷产物。收率良好。

  DOI：

  10.1039/c5sc01162k
• 作为产物：
  描述：

  1-(2-aminophenyl)-4-phenylbutane 在 sodium azide 、 硫酸 、 sodium nitrite 作用下， 生成 2-(4-苯基丁基)苯基叠氮化物
  参考文献：
  名称：

  Reactivities of Nitrenes Generated by Photolysis of 2-(.omega.-Phenylalkyl)phenyl Azides

  摘要：

  In order to investigate the reactivity of a photolytically generated arylnitrene with an intramolecular CH bond, the photochemistry of 2-(omega-phenylalkyl)phenyl azides (1a-d) was examined. Irradiation of 1 in solution revealed that the insertion of the nitrene into an adjacent CH bond to give cyclic compounds 4 and 5 occurs favorably only when a reactive CH bond, such as benzylic, is located close to the nitrenic center. This process can compete with the formation of products derived from triplet nitrene, but not with the capture of didehydroazepine by DEA. On the other hand, irradiation of 1b in an Ar matrix at 12 K gave a mixture of the CH insertion product 4b and the didehydroazepine 15. The origin of the difference in reactivity of the nitrene observed in solutions and in a matrix, and the spin state of the nitrene involved in the CH insertion reaction, are discussed.

  DOI：

  10.1021/jo00110a052

文献信息

• Reactivities of Nitrenes Generated by Photolysis of 2-(.omega.-Phenylalkyl)phenyl Azides
  作者：Shigeru Murata、Ryuichi Yoshidome、Youji Satoh、Noriyasu Kato、Hideo Tomioka

  DOI：10.1021/jo00110a052

  日期：1995.3

  In order to investigate the reactivity of a photolytically generated arylnitrene with an intramolecular CH bond, the photochemistry of 2-(omega-phenylalkyl)phenyl azides (1a-d) was examined. Irradiation of 1 in solution revealed that the insertion of the nitrene into an adjacent CH bond to give cyclic compounds 4 and 5 occurs favorably only when a reactive CH bond, such as benzylic, is located close to the nitrenic center. This process can compete with the formation of products derived from triplet nitrene, but not with the capture of didehydroazepine by DEA. On the other hand, irradiation of 1b in an Ar matrix at 12 K gave a mixture of the CH insertion product 4b and the didehydroazepine 15. The origin of the difference in reactivity of the nitrene observed in solutions and in a matrix, and the spin state of the nitrene involved in the CH insertion reaction, are discussed.
• Cobalt catalyzed sp³ C–H amination utilizing aryl azides
  作者：Omar Villanueva、Nina Mace Weldy、Simon B. Blakey、Cora E. MacBeth

  DOI：10.1039/c5sc01162k

  日期：——

  A dinuclear Co(ii) complex supported by a modular, tunable redox-active ligand system is capable of selective C–H amination to form indolines from aryl azides in good yields at low (1 mol%) catalyst loading.

  一种由模块化、可调节的氧化还原活性配体系统支持的双核Co(ii)配合物能够在低（1 mol％）催化剂负载下，对芳基偶氮化物进行选择性的C-H胺化反应，形成吲哚烷产物。收率良好。