9-(9H-fluoren-9-yl)anthracene | 1242278-81-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 9-(9H-fluoren-9-yl)anthracene
• CAS: 1242278-81-4
• 化学式: C₂₇H₁₈
• 分子量: 342.44
• InChiKey: ZKSSTAGPZYHEIG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.5
• 重原子数：
  27
• 可旋转键数：
  1
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.04
• 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：

  9-(9H-fluoren-9-yl)anthracene 、 碘甲烷 在 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 以86%的产率得到9-(9-methyl-9H-fluoren-9-yl)anthracene
  参考文献：
  名称：

  C-9 Fluorenyl Substituted Anthracenes: A Promising New Family of Blue Luminescent Materials

  摘要：

  Syntheses, optical, and electrochemical properties of novel C-9 fluorenyl substituted anthracenes linked by a tetrahedral sp(3)-hybridized carbon atom are reported for blue light emitting materials. Remarkably, an unoptimized organic light-emitting diode based on 1-fold fluorene-functionalized anthracene 3 exhibits a radiance of 4100 cd/m(2) at 12 V and a maximum EL efficiency of 1.36 cd/A with color purity CIE x, y (0.157, 0.082), which is very close to the National Television System Committee standard blue.

  DOI：

  10.1021/ol101553a
• 作为产物：
  描述：

  蒽 、 9-溴芴 在 锌 作用下， 以 二硫化碳 为溶剂， 反应 30.0h， 以52%的产率得到9-(9H-fluoren-9-yl)anthracene
  参考文献：
  名称：

  C-9 Fluorenyl Substituted Anthracenes: A Promising New Family of Blue Luminescent Materials

  摘要：

  Syntheses, optical, and electrochemical properties of novel C-9 fluorenyl substituted anthracenes linked by a tetrahedral sp(3)-hybridized carbon atom are reported for blue light emitting materials. Remarkably, an unoptimized organic light-emitting diode based on 1-fold fluorene-functionalized anthracene 3 exhibits a radiance of 4100 cd/m(2) at 12 V and a maximum EL efficiency of 1.36 cd/A with color purity CIE x, y (0.157, 0.082), which is very close to the National Television System Committee standard blue.

  DOI：

  10.1021/ol101553a

文献信息

• Palladium-catalysed direct cross-coupling of secondary alkyllithium reagents
  作者：Carlos Vila、Massimo Giannerini、Valentín Hornillos、Martín Fañanás-Mastral、Ben L. Feringa

  DOI：10.1039/c3sc53047g

  日期：——

  Palladium-catalysed cross-coupling of secondary C(sp3) organometallic reagents has been a long-standing challenge in organic synthesis, due to the problems associated with undesired isomerisation or the formation of reduction products. Based on our recently developed catalytic C–C bond formation with organolithium reagents, herein we present a Pd-catalysed cross-coupling of secondary alkyllithium reagents with aryl and alkenyl bromides. The reaction proceeds at room temperature and on short timescales with high selectivity and yields. This methodology is also applicable to hindered aryl bromides, which are a major challenge in the field of metal catalysed cross-coupling reactions.

  钯催化的二级C(sp3)有机金属试剂交叉偶联反应一直是有机合成中的一个长期挑战，主要由于与不期望的异构化或还原产物形成相关的问题。基于我们最近开发的与有机锂试剂的催化C–C键形成反应，本文呈现了一种钯催化的二级烷基锂试剂与芳基和烯基溴化物的交叉偶联反应。该反应在室温下进行，反应时间短，选择性和产率均很高。这一方法也适用于受阻的芳基溴化物，而这在金属催化的交叉偶联反应中是一个主要挑战。
• TfOH catalyzed synthesis of 9-arylfluorenes via tandem reaction under warm and efficient conditions
  作者：Qingcui Li、Wengang Xu、Jiaxing Hu、Xiaoqing Chen、Fanglin Zhang、Hua Zheng

  DOI：10.1039/c4ra03126a

  日期：——

  A tandem ring-closing reaction was developed for the synthesis of 9-arylfluorenes and their derivatives. The reaction is metal-free, straightforward and efficient under warm conditions and more than 99% yield is obtained.

  一种串联环闭合反应被开发用于合成9-芳基芴及其衍生物。该反应无需金属催化剂，在温和条件下简单高效，产率可达99%以上。
• C-9 Fluorenyl Substituted Anthracenes: A Promising New Family of Blue Luminescent Materials
  作者：Jing Wang、Wen Wan、Haizhen Jiang、Yan Gao、Xueyin Jiang、Huaping Lin、Weiming Zhao、Jian Hao

  DOI：10.1021/ol101553a

  日期：2010.9.3

  Syntheses, optical, and electrochemical properties of novel C-9 fluorenyl substituted anthracenes linked by a tetrahedral sp(3)-hybridized carbon atom are reported for blue light emitting materials. Remarkably, an unoptimized organic light-emitting diode based on 1-fold fluorene-functionalized anthracene 3 exhibits a radiance of 4100 cd/m(2) at 12 V and a maximum EL efficiency of 1.36 cd/A with color purity CIE x, y (0.157, 0.082), which is very close to the National Television System Committee standard blue.