9,9'-bis(13-1,4,7,10-tetraoxa-13-azacyclopentadecanyl)methyl-2,2'-bianthracene | 1266349-92-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 9,9'-bis(13-1,4,7,10-tetraoxa-13-azacyclopentadecanyl)methyl-2,2'-bianthracene
• 英文别名: 13-[[2-[9-(1,4,7,10-Tetraoxa-13-azacyclopentadec-13-ylmethyl)anthracen-2-yl]anthracen-9-yl]methyl]-1,4,7,10-tetraoxa-13-azacyclopentadecane
• CAS: 1266349-92-1
• 化学式: C₅₀H₆₀N₂O₈
• 分子量: 817.035
• InChiKey: HCAVPWKCDWYOQW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  60
• 可旋转键数：
  5
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  80.3
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  2-chloro-9-methylanthracene 在 2,2'-联吡啶 、 N-溴代丁二酰亚胺(NBS) 、 偶氮二异丁腈 、 N,N-二甲基乙酰胺 、 三乙胺 、 三苯基膦 、 nickel dichloride 、 锌 作用下， 以 四氢呋喃 、 四氯化碳 为溶剂， 反应 27.0h， 生成 9,9'-bis(13-1,4,7,10-tetraoxa-13-azacyclopentadecanyl)methyl-2,2'-bianthracene
  参考文献：
  名称：

  Synthesis and photophysical properties of a 2,2′-bianthracene-based receptor bearing two aza-15-crown-5 ethers for naked-eye detection of barium ion

  摘要：

  As a novel chromofluorophore, 9,9'-dimethyl-2,2'-bianthracene 3 has been successfully synthesized by reductive coupling of 2-chloro-9-methylanthracene. Absorbance and fluorescence maxima of 3 can be shifted to visible-region comparing to the former 2,2'-binaphthyl-based receptors. Receptor 2 bearing aza-15-crown-5 moieties via methylene spacer provides selective UV-vis and fluorescence responses for Ba2+ due to the restriction of the conformational change through the formation of an intramolecular sandwich-complex by two azacrown ethers, resulting in the presence of Ba2+ that can be detected by naked eye in aqueous acetonitrile. (c) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.11.091