5-Chloro-16,16-diphenyl-1-aza-15-azonia-16-boranuidatetracyclo[7.7.0.02,7.010,15]hexadeca-2(7),3,5,8,10,12,14-heptaene | 475993-71-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 5-Chloro-16,16-diphenyl-1-aza-15-azonia-16-boranuidatetracyclo[7.7.0.02,7.010,15]hexadeca-2(7),3,5,8,10,12,14-heptaene
• CAS: 475993-71-6
• 化学式: C₂₅H₁₈BClN₂
• 分子量: 392.695
• InChiKey: FUKATXSZLIZRLF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.22
• 重原子数：
  29
• 可旋转键数：
  2
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  8.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  5-chloro-2-(2'-pyridyl)indole 、 三苯基硼烷 以 甲苯 为溶剂， 以50%的产率得到5-Chloro-16,16-diphenyl-1-aza-15-azonia-16-boranuidatetracyclo[7.7.0.02,7.010,15]hexadeca-2(7),3,5,8,10,12,14-heptaene
  参考文献：
  名称：

  Tuning the Luminescence and Electroluminescence of Diphenylboron Complexes of 5-Substituted 2-(2‘-Pyridyl)indoles

  摘要：

  To examine the effect of substituent groups on the luminescence of BPh2(X-2-PI) complexes, three new air-stable boron complexes BPh2(F-2-PI) (5a), BPh2(Cl-2-PI) (5b), and BPh2(CH3O2-PI) (5c) were synthesized and characterized, where F-2-PI = 5-fluoro-2-(2'-pyridyl)indole, Cl-2-PI = 5-chloro-2-(2'-pyridyl)indole, and CH3O-2-PI = 5-methoxyl-2-(2'-pyridyl)indole. In these complexes, the 5-substituted 2-PI ligand chelates in a tretrahedral fashion to the boron center. Compounds 5a-c are luminescent, with 5a having the highest emission efficiency. Compared with the emission maximum of BPh2(2-PI) (516 nm), the emission maximum of 5a and 5b is blue-shifted to 490 and 487 nm, respectively, while the emission of 5c is red-shifted to 532 nm, indicating the possibility of tuning the luminescence of these complexes by varying the substituent groups on the 2-PI ligand. An electroluminescent device using compound 5a as the emitter and the electron transport material has been fabricated.

  DOI：

  10.1021/om020446j