9-hexyl-3,6-bis(5-iodothiophen-2-yl)-9H-carbazole | 1335609-15-8

• 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: 9-hexyl-3,6-bis(5-iodothiophen-2-yl)-9H-carbazole
• CAS: 1335609-15-8
• 化学式: C₂₆H₂₃I₂NS₂
• 分子量: 667.416
• InChiKey: YKLGDTWAPQLMBY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.04
• 重原子数：
  31.0
• 可旋转键数：
  7.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  4.93
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  9-hexyl-3,6-bis(5-iodothiophen-2-yl)-9H-carbazole 、 苯硼酸 在 palladium diacetate 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 以53.23%的产率得到9-hexyl-3,6-di(5-phenyl-2-thienyl)carbazole
  参考文献：
  名称：

  Two-photon absorption dyes with thiophene as π electron bridge: Synthesis, photophysical properties and optical data storage

  摘要：

  Four novel dyes are prepared by thiophene as pi bridge between carbazole central core and other terminal groups by Suzuki and Heck coupling reactions. These dyes are fully characterized by IR, H-1 NMR, C-13 NMR, MS and elemental analysis. Linear absorption, single- and two-photon excited fluorescence in various solvents are experimentally investigated. The calculated two-photon absorption cross sections of 9-Hexyl-3,6-di((5-phenyl)-2-thienyl)carbazole (1), 9-Hexyl-3,6-di((5-thienyl)-2-thienyl)carbazole (2), 9-Hexyl-3,6-di((5-p-vinylpyridyl)-2-thienyl)-carbazole (3) and 9-Hexyl-3,6-di-((5-o-vinylpyridyl)-2-thienyl) carbazole (4) for the lowest excited state are 537.84, 550.76, 1292.95 and 1340.40 x 10(-50) cm(4) s photon(-1), respectively. Calculated and experimental data have shown that thiophene as pi electron bridge improves the two-photon absorption cross sections greatly. Two-photon optical data recording experiments have been carried out at 820 nm laser radiation. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2011.06.028
• 作为产物：
  描述：

  3,6-di-(2-thienyl)-9-hexylcarbazole 在 N-碘代丁二酰亚胺 作用下， 以 丙酮 为溶剂， 反应 4.0h， 以54.21%的产率得到9-hexyl-3,6-bis(5-iodothiophen-2-yl)-9H-carbazole
  参考文献：
  名称：

  Two-photon absorption dyes with thiophene as π electron bridge: Synthesis, photophysical properties and optical data storage

  摘要：

  Four novel dyes are prepared by thiophene as pi bridge between carbazole central core and other terminal groups by Suzuki and Heck coupling reactions. These dyes are fully characterized by IR, H-1 NMR, C-13 NMR, MS and elemental analysis. Linear absorption, single- and two-photon excited fluorescence in various solvents are experimentally investigated. The calculated two-photon absorption cross sections of 9-Hexyl-3,6-di((5-phenyl)-2-thienyl)carbazole (1), 9-Hexyl-3,6-di((5-thienyl)-2-thienyl)carbazole (2), 9-Hexyl-3,6-di((5-p-vinylpyridyl)-2-thienyl)-carbazole (3) and 9-Hexyl-3,6-di-((5-o-vinylpyridyl)-2-thienyl) carbazole (4) for the lowest excited state are 537.84, 550.76, 1292.95 and 1340.40 x 10(-50) cm(4) s photon(-1), respectively. Calculated and experimental data have shown that thiophene as pi electron bridge improves the two-photon absorption cross sections greatly. Two-photon optical data recording experiments have been carried out at 820 nm laser radiation. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2011.06.028