5,10-Bis(3,6-ditert-butyl-10-chloroanthracen-9-yl)boranthrene | 1447944-60-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 5,10-Bis(3,6-ditert-butyl-10-chloroanthracen-9-yl)boranthrene
• 英文别名: 5,10-bis(3,6-ditert-butyl-10-chloroanthracen-9-yl)boranthrene
• CAS: 1447944-60-6
• 化学式: C₅₆H₅₆B₂Cl₂
• 分子量: 821.589
• InChiKey: NCAZYEYBATVSIO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.14
• 重原子数：
  60
• 可旋转键数：
  6
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  5,10-Bis(3,6-ditert-butyl-10-chloroanthracen-9-yl)boranthrene 在 air 作用下， 以 氘代氯仿 为溶剂， 反应 72.0h， 生成 2,7-di-tert-butylanthracene-9,10-dione 、 9,10-dihydroxy-9,10-dihydro-9,10-diboraanthracene
  参考文献：
  名称：

  Functionalization of boron-doped tri(9,10-anthrylene)s

  摘要：

  9,10-Dianthryl-9,10-dihydro-9,10-diboraanthracene derivatives bearing two peripheral chloro (3) or bromo (5) substituents have been synthesized. X-ray crystallography reveals a mutually perpendicular orientation of the individual planes within each of the molecules. The two bromo substituents in 5 can be replaced by NMe2 (6) or thiophen-2-yl (7) groups using Me3Sn-NMe2 or nBu(3)Sn-C4H3S and Pd-mediated C-N or C-C coupling protocols. Compounds 3, 5, and 7 show TICT photoluminescence and a pronounced positive solvatochromism in agreement with a charge-separated excited state. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.06.036
• 作为产物：
  描述：

  在 iron(III) chloride 、 N-溴代丁二酰亚胺(NBS) 、 正丁基锂 作用下， 以 乙醚 、 正己烷 、 氯仿 为溶剂， 反应 4.75h， 生成 5,10-Bis(3,6-ditert-butyl-10-chloroanthracen-9-yl)boranthrene
  参考文献：
  名称：

  Functionalization of boron-doped tri(9,10-anthrylene)s

  摘要：

  9,10-Dianthryl-9,10-dihydro-9,10-diboraanthracene derivatives bearing two peripheral chloro (3) or bromo (5) substituents have been synthesized. X-ray crystallography reveals a mutually perpendicular orientation of the individual planes within each of the molecules. The two bromo substituents in 5 can be replaced by NMe2 (6) or thiophen-2-yl (7) groups using Me3Sn-NMe2 or nBu(3)Sn-C4H3S and Pd-mediated C-N or C-C coupling protocols. Compounds 3, 5, and 7 show TICT photoluminescence and a pronounced positive solvatochromism in agreement with a charge-separated excited state. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.06.036

文献信息

• Functionalization of boron-doped tri(9,10-anthrylene)s
  作者：Claas Hoffend、Kai Schickedanz、Michael Bolte、Hans-Wolfram Lerner、Matthias Wagner

  DOI：10.1016/j.tet.2013.06.036

  日期：2013.8

  9,10-Dianthryl-9,10-dihydro-9,10-diboraanthracene derivatives bearing two peripheral chloro (3) or bromo (5) substituents have been synthesized. X-ray crystallography reveals a mutually perpendicular orientation of the individual planes within each of the molecules. The two bromo substituents in 5 can be replaced by NMe2 (6) or thiophen-2-yl (7) groups using Me3Sn-NMe2 or nBu(3)Sn-C4H3S and Pd-mediated C-N or C-C coupling protocols. Compounds 3, 5, and 7 show TICT photoluminescence and a pronounced positive solvatochromism in agreement with a charge-separated excited state. (C) 2013 Elsevier Ltd. All rights reserved.