1,4,5,8-tetrakis(4-methoxyphenyl)-9,10-anthracenedione | 1149379-24-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: 1,4,5,8-tetrakis(4-methoxyphenyl)-9,10-anthracenedione
• 英文别名: 1,4,5,8-tetrakis(4-methoxyphenyl)anthraquinone；1,4,5,8-Tetrakis(4-methoxyphenyl)anthracene-9,10-dione；1,4,5,8-tetrakis(4-methoxyphenyl)anthracene-9,10-dione
• CAS: 1149379-24-7
• 化学式: C₄₂H₃₂O₆
• 分子量: 632.712
• InChiKey: XCVPJCBOEVRWNY-UHFFFAOYSA-N

物化性质

• 熔点：
  251 °C
• 沸点：
  853.8±65.0 °C(predicted)
• 密度：
  1.225±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  9.3
• 重原子数：
  48
• 可旋转键数：
  8
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  71.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  蒽醌 、 4-甲氧基苯硼酸新戊二醇酯 在 频哪酮 、 RuH₂(CO)(PPh₃)₃ 作用下， 反应 24.0h， 以55%的产率得到1,4,5,8-tetrakis(4-methoxyphenyl)-9,10-anthracenedione
  参考文献：
  名称：

  Convenient Synthesis of Tetra- and Hexaarylanthracenes by Means of RuH₂(CO)(PPh₃)₃-Catalyzed C−H Arylation of Anthraquinone with Arylboronates

  摘要：

  A new method for the synthesis of multiarylanthracenes was developed by means of the RuH2(CO)(PPh3)(3)-Catalyzed arylation of anthraquinone with arylboronates. This method consists of short and straightforward sequences starting with an easily accessible anthraquinone and is applicable to the syntheses of various multiarylanthracenes including those bearing twisted backbones.

  DOI：

  10.1021/ol900393x

文献信息

• Arylation of chloroanthraquinones by surprisingly facile Suzuki–Miyaura cross-coupling reactions
  作者：Thies Thiemann、Yasuko Tanaka、Jesus Iniesta、H. Tresa Varghese、C. Yohannan Pannicker

  DOI：10.3184/030823409x12586584303880

  日期：2009.12

  Chloroanthraquinones were found to undergo facile Suzuki–cross coupling with substituted phenyl boronic acids using a commercial catalyst Pd(PPh₃)₄ and with Pd(PPh₃)₄ prepared in situ from Pd(PPh₃)₂Cl₂ and PPh₃.

  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。
• Brominated Thiophenes as Precursors in the Preparation of Brominated and Arylated Anthraquinones
  作者：Thies Thiemann、Yasuko Tanaka、Jesus Iniesta

  DOI：10.3390/molecules14031013

  日期：——

  Brominated anthraquinones can be synthesized directly from bromothiophenes when these are reacted with 1,4-naphthoquinones in the presence of meta-chloroperoxy-benzoic acid. The bromoanthraquinones are versatile building blocks in the preparation of arylated anthraquinones and of extended π-systems with interspersed anthraquinone units.

  当溴噻吩与 1,4-萘醌在间氯过氧苯甲酸存在下反应时，可以直接合成溴化蒽醌。溴蒽醌是制备芳基蒽醌和具有散布蒽醌单元的扩展 π 系统的通用构件。
• Convenient Synthesis of Tetra- and Hexaarylanthracenes by Means of RuH₂(CO)(PPh₃)₃-Catalyzed C−H Arylation of Anthraquinone with Arylboronates
  作者：Kentaroh Kitazawa、Takuya Kochi、Mitsuo Sato、Fumitoshi Kakiuchi

  DOI：10.1021/ol900393x

  日期：2009.5.7

  A new method for the synthesis of multiarylanthracenes was developed by means of the RuH2(CO)(PPh3)(3)-Catalyzed arylation of anthraquinone with arylboronates. This method consists of short and straightforward sequences starting with an easily accessible anthraquinone and is applicable to the syntheses of various multiarylanthracenes including those bearing twisted backbones.