4-(4-chlorophenyl)-9,10-dioxo-9,10-dihydroanthracen-2-yl trifluoromethanesulfonate | 1269985-52-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 4-(4-chlorophenyl)-9,10-dioxo-9,10-dihydroanthracen-2-yl trifluoromethanesulfonate
• 英文别名: [4-(4-Chlorophenyl)-9,10-dioxoanthracen-2-yl] trifluoromethanesulfonate
• CAS: 1269985-52-5
• 化学式: C₂₁H₁₀ClF₃O₅S
• 分子量: 466.822
• InChiKey: LBFPCHFAIPFGCL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  31
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  85.9
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  2-氯-1,4-萘醌 在 吡啶 、 potassium phosphate 、 四(三苯基膦)钯 作用下， 以 1,4-二氧六环 、 二氯甲烷 为溶剂， 反应 50.0h， 生成 4-(4-chlorophenyl)-9,10-dioxo-9,10-dihydroanthracen-2-yl trifluoromethanesulfonate
  参考文献：
  名称：

  Site-selective Suzuki-Miyaura reactions of the bis(triflate) of 1,3-dihydroxyanthraquinone

  摘要：

  Various aryl-substituted anthraquinones were prepared by palladium(0)-catalyzed Suzuki-Miyaura cross-coupling reactions of the bis(triflate) of 1,3-dihydroxyanthraquinone. A very good site-selectivity ill favor of position 1 was observed which can be explained by the electronic influence of the neighboring carbonyl group. (C) 2011 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetlet.2010.12.098

文献信息

• Synthesis of arylated anthraquinones by site-selective Suzuki–Miyaura reactions of the bis(triflates) of 1,3-di(hydroxy)anthraquinones
  作者：Omer A. Akrawi、Afsar Khan、Tamás Patonay、Alexander Villinger、Peter Langer

  DOI：10.1016/j.tet.2013.08.041

  日期：2013.10

  were prepared by Suzuki–Miyaura reactions of the bis(triflates) of various 1,3-(dihydroxy)anthraquinones. While the reactions of the bis(triflates) of parent 1,3-(dihydroxy)anthraquinone and of 2-chloro-1,3-di(hydroxy)anthraquinone proceeded with very good site-selectivity, the corresponding reactions of the bis(triflate) of 2-fluoro-1,3-diarylanthraquinones were not site-selective, which was explained

  芳基化的蒽醌类是由不同的1,3-（二羟基）蒽醌的双（三氟甲磺酸酯）的铃木 - 宫浦反应制备。虽然双父（三氟甲磺酸酯）1,3-（二羟基）蒽醌-2-氯-1,3-二的和的反应（羟基）蒽醌进行具有非常好的位点的选择性，所述之二的相应的反应（三氟甲磺酸酯）2-氟-1,3-二芳基蒽醌不是位点选择性的，这是基于氟原子的π供电作用来解释的。