9-hexyl-3,6-diphenyl-9H-carbazole | 1105069-45-1

• 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-diphenyl-9H-carbazole
• 英文别名: 3,6-diphenyl-9-hexyl-9H-carbazole；9-hexyl-3,6-diphenylcarbazole
• CAS: 1105069-45-1
• 化学式: C₃₀H₂₉N
• 分子量: 403.567
• InChiKey: GPMJBSMHRCMGFM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.9
• 重原子数：
  31
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  4.9
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  正己胺 、 2,8-diphenyldibenzo[b,d]thiophene 5,5-dioxide 在 lithium hexamethyldisilazane 、 双(三甲基硅烷基)氨基钾 作用下， 以 1,4-二氧六环 为溶剂， 反应 5.0h， 以93%的产率得到9-hexyl-3,6-diphenyl-9H-carbazole
  参考文献：
  名称：

  通过二苯并噻吩二氧化物的SN Ar基胺化反应合成N-烷基和NH-咔唑。

  摘要：

  通过使用碱金属碱通过二苯并噻吩二氧化物的两次SN Ar胺化反应，烷基胺已可用于合成各种N-烷基咔唑。特别重要的是在碱金属碱上选择抗衡阳离子，即，i）使用Li碱进行有效的分子间反应，以及ii）顺序添加较重的碱金属碱（Na，K或Cs）以促进一锅法进行分子内环化。该方案还可以通过在单个操作中从N-（2-苯乙基）咔唑中除去2-苯乙基的情况下使用2-苯乙胺来级联合成NH-咔唑。

  DOI：

  10.1002/chem.201903916

文献信息

• Synthesis and Photophysical Properties of 3,6-Diphenyl-9-hexyl-9H-carbazole Derivatives Bearing Electron Withdrawing Groups
  作者：Gabriele Kremser、Oliver T. Hofmann、Stefan Sax、Stefan Kappaun、Emil J. W. List、Egbert Zojer、Christian Slugovc

  DOI：10.1007/s00706-007-0774-3

  日期：2008.3

  3,6-Diphenyl-9-hexyl-9H-carbazole derivatives bearing electron withdrawing groups, such as the formyl or the nitro-group in 4-positions of the phenyl substituents, were prepared and characterized. Their photophysical properties were evaluated and compared with those of the unsubstituted counterpart 3,6-diphenyl-9-hexyl-9H-carbazole. The electron withdrawing groups bearing compounds exhibited considerable red shifts of the absorption and the emission maxima. While 3,6-di(4-nitrophenyl)-9-hexyl-9H-carbazole emitted in the orange region of the visible spectrum with its emission maximum peaking at 585 nm, 3,6-di(4-formylphenyl)-9-hexyl-9H-carbazole gave a pure blue emission with a luminescence quantum yield of 95% peaking at 450 nm. Observed features were explained using quantum mechanical calculations and organic light emitting diodes using the formylphenyl substituted compound as emissive layer were built demonstrating the practical applicability of this class of compounds.