1,4-bis(4-formylphenyl)anthraquinone | 1252055-05-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1,4-bis(4-formylphenyl)anthraquinone
• CAS: 1252055-05-2
• 化学式: C₂₈H₁₆O₄
• 分子量: 416.433
• InChiKey: MFIACLZDSLBDBP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.42
• 重原子数：
  32.0
• 可旋转键数：
  4.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  68.28
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  1,4-二氯蒽醌 、 4-甲酰基苯硼酸 在 四(三苯基膦)钯 、 sodium carbonate 作用下， 以 乙二醇二甲醚 、 水 为溶剂， 反应 18.0h， 以45%的产率得到1,4-bis(4-formylphenyl)anthraquinone
  参考文献：
  名称：

  Arylation of chloroanthraquinones by surprisingly facile Suzuki–Miyaura cross-coupling reactions

  摘要：

  研究发现，使用商用催化剂 Pd(PPh3)4 以及由 Pd(PPh3)2Cl2 和 PPh3 原位制备的 Pd(PPh3)4，氯蒽醌可与取代的苯基硼酸发生简单的铃木交叉偶联。

  DOI：

  10.3184/030823409x12586584303880

文献信息

• Vibrational spectra, molecular structure, NBO, HOMO–LUMO and first order hyperpoalarizability analysis of 1,4-bis(4-formylphenyl)anthraquinone by density functional theory
  作者：R. Renjith、Y. Sheena Mary、Hema Tresa Varghese、C. Yohannan Panicker、Thies Thiemann、Christian Van Alsenoy

  DOI：10.1016/j.saa.2014.04.085

  日期：2014.10

  Anthraquinone derivatives are most important class of a system that absorb in the visible region. Infrared and Raman spectroscopic analyses were carried out on 1,4-bis(4-formylphenyl)anthraquinone. The interpretation of the spectra was aided by DFT calculations of the molecule. The vibrational wavenumbers were examined theoretically using the Gaussian09 set of quantum chemistry codes, and the normal modes were assigned by potential energy distribution (PED) calculations. A computation of the first hyperpolarizability of the compound indicates that this class of substituted anthraquinones may be a good candidate as a NLO material. Optimized geometrical parameters of the compound are in agreement with similar reported structures. The HOMO and LUMO analysis is used to determine the charge transfer within the molecule. The stability of the molecule arising from hyper-conjugative interaction and charge delocalization has been analyzed using NBO analysis. (C) 2014 Elsevier B.V. All rights reserved.