1,1'-dimethyl-bisindeno[3,2-b:2',3'-h]-9-sec-butyl-carbazole | 908860-31-1

• 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: 1,1'-dimethyl-bisindeno[3,2-b:2',3'-h]-9-sec-butyl-carbazole
• 英文别名: 15-Butan-2-yl-5,25-dimethyl-15-azaheptacyclo[14.11.0.02,14.04,12.06,11.018,26.019,24]heptacosa-1(27),2,4(12),6,8,10,13,16,18(26),19,21,23-dodecaene；15-butan-2-yl-5,25-dimethyl-15-azaheptacyclo[14.11.0.02,14.04,12.06,11.018,26.019,24]heptacosa-1(27),2,4(12),6,8,10,13,16,18(26),19,21,23-dodecaene
• CAS: 908860-31-1
• 化学式: C₃₂H₂₉N
• 分子量: 427.589
• InChiKey: ATSDCISJUVJXDY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.5
• 重原子数：
  33
• 可旋转键数：
  2
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  4.9
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  1,1'-dimethyl-bisindeno[3,2-b:2',3'-h]-9-sec-butyl-carbazole 、 碘甲烷 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 1.25h， 以70%的产率得到1,1-dimethyl-1',1'-dimethyl-bisindeno[3,2-b:2'3'-h]-9-sec-butyl-carbazole
  参考文献：
  名称：

  Synthesis and characterization of novel conjugated bisindenocarbazoles

  摘要：

  We present the synthesis of five new bisindenocarbazoles with different alkyl substituents. The synthesis starts from 2,7-dibromocarbazole and leads to the bisindenocarbazoles 6-10 in five steps with an overall yield of about 50%. By substitution of the core with different alkyl chains in the last step of the synthesis, the morphology of the bisindenocarbazoles can be varied from crystalline materials to molecular glasses. The bisindenocarbazoles are electrochemically stable and exhibit a strong, saturated blue emission with a quantum yield of 63% in solution. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.06.015
• 作为产物：
  描述：

  2-乙酰苯基硼酸 在 palladium diacetate 三氟化硼乙醚 、 苄基三甲基氯化铵 、 三乙基硼氢化锂 、 potassium carbonate 、 三(邻甲基苯基)磷 作用下， 以 四氢呋喃 、 二氯甲烷 、 甲苯 为溶剂， 反应 16.5h， 生成 1,1'-dimethyl-bisindeno[3,2-b:2',3'-h]-9-sec-butyl-carbazole
  参考文献：
  名称：

  Synthesis and characterization of novel conjugated bisindenocarbazoles

  摘要：

  We present the synthesis of five new bisindenocarbazoles with different alkyl substituents. The synthesis starts from 2,7-dibromocarbazole and leads to the bisindenocarbazoles 6-10 in five steps with an overall yield of about 50%. By substitution of the core with different alkyl chains in the last step of the synthesis, the morphology of the bisindenocarbazoles can be varied from crystalline materials to molecular glasses. The bisindenocarbazoles are electrochemically stable and exhibit a strong, saturated blue emission with a quantum yield of 63% in solution. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.06.015

文献信息

• Synthesis and characterization of novel conjugated bisindenocarbazoles
  作者：Martin Sonntag、Peter Strohriegl

  DOI：10.1016/j.tet.2006.06.015

  日期：2006.8

  We present the synthesis of five new bisindenocarbazoles with different alkyl substituents. The synthesis starts from 2,7-dibromocarbazole and leads to the bisindenocarbazoles 6-10 in five steps with an overall yield of about 50%. By substitution of the core with different alkyl chains in the last step of the synthesis, the morphology of the bisindenocarbazoles can be varied from crystalline materials to molecular glasses. The bisindenocarbazoles are electrochemically stable and exhibit a strong, saturated blue emission with a quantum yield of 63% in solution. (c) 2006 Elsevier Ltd. All rights reserved.