1,8-anthraquinone-18-trithiacrown-5 | 833489-90-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 1,8-anthraquinone-18-trithiacrown-5
• 英文别名: 6,18-Dioxa-9,12,15-trithiatetracyclo[21.3.1.05,26.019,24]heptacosa-1(26),2,4,19,21,23-hexaene-25,27-dione；6,18-dioxa-9,12,15-trithiatetracyclo[21.3.1.05,26.019,24]heptacosa-1(26),2,4,19,21,23-hexaene-25,27-dione
• CAS: 833489-90-0
• 化学式: C₂₂H₂₂O₄S₃
• 分子量: 446.612
• InChiKey: KLWMJQSSXWKLGZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  29
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  129
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  1,8-anthraquinone-18-trithiacrown-5 、 mercury (II) perchlorate trihydrate 以 二氯甲烷 、 乙腈 为溶剂， 以65%的产率得到[Hg(1,8-anthraquinone-18-trithiacrown-5)](ClO4)2
  参考文献：
  名称：

  Selective luminescence detection of cadmium(II) and mercury(II) utilizing sulfur-containing anthraquinone macrocycles (part 2) and formation of an unusual -crown ether dimer via reduction of Hg(II) by DMF

  摘要：

  Sulfur-containing photoinduced charge transfer (PCT) sensors 1,8-anthraquinone-18-dithiacrown-5 (2) and 1,8-anthraquinone-18-trithiacrown-5 (3) selectively detect both inorganic Cd(II) and Hg(II). Simple heteroatom substitution of the receptor combined with an integrated intraannular carbonyl oxygen fine-tunes selectivity by simple synthetic design. In addition, the high yield synthesis of mercurous ion, Hg-2(2+), has also been observed via the reduction of Hg(II) in the solvent dimethylformamide (DMF), which has not been previously reported. Spectroscopic and X-ray crystallographic results for Cd (2+), Hg2+ and Mg2+ complexes of oxygen and sulfur-containing derivatives of 1,8-anthraquinone-18-crown-5 are presented. (C) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2006.10.046
• 作为产物：
  描述：

  末端脱氧核苷酸转移酶 、 1,8-bis(2-bromoethoxy)anthracene-9,10-dione 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 以51%的产率得到1,8-anthraquinone-18-trithiacrown-5
  参考文献：
  名称：

  对nπ * -ππ *反转传感器很重要的结构和电子特征：硫和含氯大环化合物的合成，发光和电化学性质。第三部分

  摘要：

  据报道含硫和氯的蒽醌基发光大环化合物的合成和结构表征。发光取决于取代的醌的电子贡献和结合位点的结构特征，这会影响nπ *和ππ *状态的反转。还比较了不同的1,8-氧基双（乙烯氧基乙烯氧基）-蒽-9,10-二酮结构的X射线晶体学结果。

  DOI：

  10.1016/j.tet.2004.10.047

文献信息

• Structural and electronic features important to nπ*–ππ* inversion sensors: synthesis, luminescence, and electrochemical properties of sulfur and chlorine-containing macrocycles. Part 3
  作者：Mariappan Kadarkaraisamy、Eric Dufek、Desire Lone Elk、Andrew G. Sykes

  DOI：10.1016/j.tet.2004.10.047

  日期：2005.1

  The synthesis and structural characterization of anthraquinone-based luminescence macrocycles containing sulfur and chlorine is reported. Luminescence is dependent on both electronic contributions of the substituted quinone and structural features of the binding site, which effect the inversion of nπ* and ππ* states. X-ray crystallographic results of different 1,8-oxybis(ethyleneoxyethyleneoxy)-anthracene-9

  据报道含硫和氯的蒽醌基发光大环化合物的合成和结构表征。发光取决于取代的醌的电子贡献和结合位点的结构特征，这会影响nπ *和ππ *状态的反转。还比较了不同的1,8-氧基双（乙烯氧基乙烯氧基）-蒽-9,10-二酮结构的X射线晶体学结果。
• Selective luminescence detection of cadmium(II) and mercury(II) utilizing sulfur-containing anthraquinone macrocycles (part 2) and formation of an unusual -crown ether dimer via reduction of Hg(II) by DMF
  作者：Mariappan Kadarkaraisamy、Andrew G. Sykes

  DOI：10.1016/j.poly.2006.10.046

  日期：2007.4

  Sulfur-containing photoinduced charge transfer (PCT) sensors 1,8-anthraquinone-18-dithiacrown-5 (2) and 1,8-anthraquinone-18-trithiacrown-5 (3) selectively detect both inorganic Cd(II) and Hg(II). Simple heteroatom substitution of the receptor combined with an integrated intraannular carbonyl oxygen fine-tunes selectivity by simple synthetic design. In addition, the high yield synthesis of mercurous ion, Hg-2(2+), has also been observed via the reduction of Hg(II) in the solvent dimethylformamide (DMF), which has not been previously reported. Spectroscopic and X-ray crystallographic results for Cd (2+), Hg2+ and Mg2+ complexes of oxygen and sulfur-containing derivatives of 1,8-anthraquinone-18-crown-5 are presented. (C) 2006 Elsevier Ltd. All rights reserved.