3-(4-(anthracen-10-yl)phenyl)-benzo[5,6]coumarin | 1209048-84-9

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物 - 芳基萘木脂素
• 英文名称: 3-(4-(anthracen-10-yl)phenyl)-benzo[5,6]coumarin
• 英文别名: 2-(4-Anthracen-9-ylphenyl)benzo[f]chromen-3-one；2-(4-anthracen-9-ylphenyl)benzo[f]chromen-3-one
• CAS: 1209048-84-9
• 化学式: C₃₃H₂₀O₂
• 分子量: 448.521
• InChiKey: GRWDCPJRBPRJDO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.9
• 重原子数：
  35
• 可旋转键数：
  2
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-(4-bromophenyl)-3H-benzo[f]chromen-3-one 、 2-(蒽-9-基)-4,4,5,5-四甲基-1,3,2-二氧杂硼烷 在 四(三苯基膦)钯 、 sodium carbonate 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 24.0h， 以77%的产率得到3-(4-(anthracen-10-yl)phenyl)-benzo[5,6]coumarin
  参考文献：
  名称：

  Synthesis, crystal structure and photoluminescence of 3-(4-(anthracen-10-yl)phenyl)-benzo[5,6]coumarin

  摘要：

  A new coumarin derivative, 3-(4-(anthracen-10-yl)phenyl)-benzo[5,6]coumarin, was synthesized and characterized by FT-IR, H-1 NMR, element analysis and single crystal X-ray crystallography. The dihedral angle of benzo[5,6]coumarin ring and phenyl group is 36.15 degrees, and the dihedral angle of phenyl group and anthracene skeleton is 89.37 degrees. The UV-vis absorption and photoluminescence of the Compound were discussed. The result shown that the compound exhibits high fluorescence quantum yield (00, large Stokes shift and green emission (508 nm). The molecular structure of the compound was optimized using density functional theory (DFT) at B3LYP/6-31G(d) level, and the HOMO and LUMO levels of the compound were deduced. (C) 2009 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.saa.2009.10.034

文献信息

• Synthesis, crystal structure and photoluminescence of 3-(4-(anthracen-10-yl)phenyl)-benzo[5,6]coumarin
  作者：Hui Zhang、Tianzhi Yu、Yuling Zhao、Duowang Fan、Yangjun Xia、Peng Zhang、Yongqing Qiu、Lili Chen

  DOI：10.1016/j.saa.2009.10.034

  日期：2010.1

  A new coumarin derivative, 3-(4-(anthracen-10-yl)phenyl)-benzo[5,6]coumarin, was synthesized and characterized by FT-IR, H-1 NMR, element analysis and single crystal X-ray crystallography. The dihedral angle of benzo[5,6]coumarin ring and phenyl group is 36.15 degrees, and the dihedral angle of phenyl group and anthracene skeleton is 89.37 degrees. The UV-vis absorption and photoluminescence of the Compound were discussed. The result shown that the compound exhibits high fluorescence quantum yield (00, large Stokes shift and green emission (508 nm). The molecular structure of the compound was optimized using density functional theory (DFT) at B3LYP/6-31G(d) level, and the HOMO and LUMO levels of the compound were deduced. (C) 2009 Elsevier B.V. All rights reserved.