2-bromo-6,10-diiodo-4,4,8,8,12,12-hexamethyl-8,12-dihydro-4H-benzo[1,9]quinolizino-[3,4,5,6,7-defg]acridine | 1097721-86-2

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2-bromo-6,10-diiodo-4,4,8,8,12,12-hexamethyl-8,12-dihydro-4H-benzo[1,9]quinolizino-[3,4,5,6,7-defg]acridine
• CAS: 1097721-86-2
• 化学式: C₂₇H₂₄BrI₂N
• 分子量: 696.207
• InChiKey: RAGQBDWLWWWUNF-UHFFFAOYSA-N

物化性质

• 熔点：
  276.1-277 °C
• 沸点：
  581.3±50.0 °C(Predicted)
• 密度：
  1.95±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  9.05
• 重原子数：
  31.0
• 可旋转键数：
  0.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  3.24
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  2-bromo-6,10-diiodo-4,4,8,8,12,12-hexamethyl-8,12-dihydro-4H-benzo[1,9]quinolizino-[3,4,5,6,7-defg]acridine 、 5,11-Ditert-butyl-17-ethynyl-8,8,14,14,22,22-hexamethyl-1-azahexacyclo[11.7.1.13,19.02,7.09,21.015,20]docosa-2,4,6,9,11,13(21),15(20),16,18-nonaene 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 三乙胺 作用下， 以40%的产率得到10,10'-((10-bromo-4,4,8,8,12,12-hexamethyl-8,12-dihydro-4H-benzo[9,1]quinolizino[3,4,5,6,7-defg]acridine-2,6-diyl)bis(ethyne-2,1-diyl))bis(2,6-di-tert-butyl-4,4,8,8,12,12-hexamethyl-8,12-dihydro-4H-benzo[9,1]quinolizino[3,4,5,6,7-defg]acridine)
  参考文献：
  名称：

  Bridged Triphenylamine-Based Dendrimers: Tuning Enhanced Two-Photon Absorption Performance with Locked Molecular Planarity

  摘要：

  Triphenylamine derivatives bridged by methylene units afford a near planar molecular platform In a series of one dimer and two oligomers exhibiting Increased structural rigidity compared to that of their parent triphenylamines. This series of dendrimers show significantly enhanced two-photon absorptions that are up to 3-fold that of triphenylamines with similar molecular size and structure.

  DOI：

  10.1021/ol801238n
• 作为产物：
  描述：

  2-bromo-4,4,8,8,12,12-hexamethyl-8,12-dihydro-4H-benzo[1,9]quinolizino[3,4,5,6,7-defg]acridine 在 potassium iodate 、 溶剂黄146 、 potassium iodide 作用下， 以55%的产率得到2-bromo-6,10-diiodo-4,4,8,8,12,12-hexamethyl-8,12-dihydro-4H-benzo[1,9]quinolizino-[3,4,5,6,7-defg]acridine
  参考文献：
  名称：

  Bridged Triphenylamine-Based Dendrimers: Tuning Enhanced Two-Photon Absorption Performance with Locked Molecular Planarity

  摘要：

  Triphenylamine derivatives bridged by methylene units afford a near planar molecular platform In a series of one dimer and two oligomers exhibiting Increased structural rigidity compared to that of their parent triphenylamines. This series of dendrimers show significantly enhanced two-photon absorptions that are up to 3-fold that of triphenylamines with similar molecular size and structure.

  DOI：

  10.1021/ol801238n

文献信息

• π-Conjugated Heterotriangulene Macrocycles by Solution and Surface-supported Synthesis toward Honeycomb Networks
  作者：Florian Schlütter、Frédéric Rossel、Milan Kivala、Volker Enkelmann、Jean-Paul Gisselbrecht、Pascal Ruffieux、Roman Fasel、Klaus Müllen

  DOI：10.1021/ja400857g

  日期：2013.3.20

  A comparative analysis between a solution and a surface-mediated synthesis of heterotriangulene macrocycles is reported. The results show a preferential formation of the pi-conjugated macrocycles on surface due to two-dimensional confinement. The macrocycle prepared on a several hundred milligram scale by solution chemistry was characterized by single-crystal X-ray analysis and was furthermore extended toward next generation honeycomb species. Investigation of the photophysical and electronic properties together with the good thermal stability revealed the potential of MC6 as hole-transport material for organic electronics.