6-phenyl-3-(5-phenylpyrrol-2-yl)-2-(2,4,6-triisopropylphenyl)-1,2-dihydro-1,2-azaborine | 1236292-76-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 6-phenyl-3-(5-phenylpyrrol-2-yl)-2-(2,4,6-triisopropylphenyl)-1,2-dihydro-1,2-azaborine
• 英文别名: 6-phenyl-3-(5-phenyl-1H-pyrrol-2-yl)-2-[2,4,6-tri(propan-2-yl)phenyl]-1H-azaborinine
• CAS: 1236292-76-4
• 化学式: C₃₅H₃₉BN₂
• 分子量: 498.519
• InChiKey: DFOMRWNFLWFPNU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.52
• 重原子数：
  38
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  27.8
• 氢给体数：
  2
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  bis(N-tert-butoxycarbonyl-5-phenylpyrrol-2-yl )(2,4,6-triisopropylphenyl)borane 在 BF₃*O(C₂H₅)2 作用下， 以 四氢呋喃 为溶剂， 以13%的产率得到6-phenyl-3-(5-phenylpyrrol-2-yl)-2-(2,4,6-triisopropylphenyl)-1,2-dihydro-1,2-azaborine
  参考文献：
  名称：

  A Study of 1,2-Dihydro-1,2-azaborine in a π-Conjugated System

  摘要：

  The reaction of N-Bac-protected bis(5-phenyl-2-pyrrolyl)borane with BF3 center dot OEt2 produced 3-(phenylpyrrolyl)-6-phenyl- 1,2-dihydro-1,2-azaborine in moderate yield. This compound showed (117 absorption band at a longer wavelength compared to that of its benzene analogue and also exhibited an intense red-shifted fluorescence with a high quantum yield close to unity. According to the X-ray structural analysis, cyclic voltammetry, and theoretical calculations, the 1,2-dihydro-1,2-azaborine acts not like a benzene analogue but like a cyclohexadiene analogue in the extended pi-conjugated skeleton.

  DOI：

  10.1021/om100408m

文献信息

• A Study of 1,2-Dihydro-1,2-azaborine in a π-Conjugated System
  作者：Takuhiro Taniguchi、Shigehiro Yamaguchi

  DOI：10.1021/om100408m

  日期：2010.11.8

  The reaction of N-Bac-protected bis(5-phenyl-2-pyrrolyl)borane with BF3 center dot OEt2 produced 3-(phenylpyrrolyl)-6-phenyl- 1,2-dihydro-1,2-azaborine in moderate yield. This compound showed (117 absorption band at a longer wavelength compared to that of its benzene analogue and also exhibited an intense red-shifted fluorescence with a high quantum yield close to unity. According to the X-ray structural analysis, cyclic voltammetry, and theoretical calculations, the 1,2-dihydro-1,2-azaborine acts not like a benzene analogue but like a cyclohexadiene analogue in the extended pi-conjugated skeleton.