N,N-dimethyl-5-[[9,16,22-tris[[5-(dimethylamino)naphthalen-1-yl]sulfonyl]-6,19-dimethyl-3,6,9,16,19,22-hexazatricyclo[22.2.2.211,14]triaconta-1(27),11,13,24(28),25,29-hexaen-3-yl]sulfonyl]naphthalen-1-amine | 1219933-98-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: N,N-dimethyl-5-[[9,16,22-tris[[5-(dimethylamino)naphthalen-1-yl]sulfonyl]-6,19-dimethyl-3,6,9,16,19,22-hexazatricyclo[22.2.2.211,14]triaconta-1(27),11,13,24(28),25,29-hexaen-3-yl]sulfonyl]naphthalen-1-amine
• CAS: 1219933-98-8
• 化学式: C₇₄H₈₆N₁₀O₈S₄
• 分子量: 1371.82
• InChiKey: HHLKWZPCBHHCIQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.5
• 重原子数：
  96
• 可旋转键数：
  12
• 环数：
  14.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  203
• 氢给体数：
  0
• 氢受体数：
  18

反应信息

• 作为反应物：
  描述：

  N,N-dimethyl-5-[[9,16,22-tris[[5-(dimethylamino)naphthalen-1-yl]sulfonyl]-6,19-dimethyl-3,6,9,16,19,22-hexazatricyclo[22.2.2.211,14]triaconta-1(27),11,13,24(28),25,29-hexaen-3-yl]sulfonyl]naphthalen-1-amine 、 对甲苯磺酸 以 乙醚 、 二氯甲烷 为溶剂， 以61%的产率得到
  参考文献：
  名称：

  Rational design of a macrocycle-based chemosensor for anions

  摘要：

  A macrocycle-based fluorescence chemosensor has been designed and synthesized from the reaction of dansyl chloride and a hexaaminomacrocycle containing four secondary and two tertiary amines. The new chemosensor has been examined For its binding ability towards phosphate, sulfate, nitrate, iodide, bromide, chloride, and fluoride by fluorescence spectroscopy in DMSO. The results indicate that the compound binds each of the anions with a 11 stoichiometry, showing high affinity for oxoanions, chloride, and iodide with binding constants up to four orders of magnitude Ab initio calculations based on density functional theory (DFT) suggest that the ligand is deformed in order to encapsulate in anion, and each anion, except fluoride, is bonded to the macrocycle through two NH X- and four CH X- interactions (C) 2010 Elsevier Ltd All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.01.004
• 作为产物：
  描述：

  6,19-Dimethyl-3,6,9,16,19,22-hexaazatricyclo[22.2.2.2<11,14>]triaconta-1(27),11,13,24(28),25,29-hexaene 、 丹酰氯 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 24.0h， 以46%的产率得到N,N-dimethyl-5-[[9,16,22-tris[[5-(dimethylamino)naphthalen-1-yl]sulfonyl]-6,19-dimethyl-3,6,9,16,19,22-hexazatricyclo[22.2.2.211,14]triaconta-1(27),11,13,24(28),25,29-hexaen-3-yl]sulfonyl]naphthalen-1-amine
  参考文献：
  名称：

  Rational design of a macrocycle-based chemosensor for anions

  摘要：

  A macrocycle-based fluorescence chemosensor has been designed and synthesized from the reaction of dansyl chloride and a hexaaminomacrocycle containing four secondary and two tertiary amines. The new chemosensor has been examined For its binding ability towards phosphate, sulfate, nitrate, iodide, bromide, chloride, and fluoride by fluorescence spectroscopy in DMSO. The results indicate that the compound binds each of the anions with a 11 stoichiometry, showing high affinity for oxoanions, chloride, and iodide with binding constants up to four orders of magnitude Ab initio calculations based on density functional theory (DFT) suggest that the ligand is deformed in order to encapsulate in anion, and each anion, except fluoride, is bonded to the macrocycle through two NH X- and four CH X- interactions (C) 2010 Elsevier Ltd All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.01.004

文献信息

• Rational design of a macrocycle-based chemosensor for anions
  作者：Kalpana R. Dey、Bryan M. Wong、Md. Alamgir Hossain

  DOI：10.1016/j.tetlet.2010.01.004

  日期：2010.3

  A macrocycle-based fluorescence chemosensor has been designed and synthesized from the reaction of dansyl chloride and a hexaaminomacrocycle containing four secondary and two tertiary amines. The new chemosensor has been examined For its binding ability towards phosphate, sulfate, nitrate, iodide, bromide, chloride, and fluoride by fluorescence spectroscopy in DMSO. The results indicate that the compound binds each of the anions with a 11 stoichiometry, showing high affinity for oxoanions, chloride, and iodide with binding constants up to four orders of magnitude Ab initio calculations based on density functional theory (DFT) suggest that the ligand is deformed in order to encapsulate in anion, and each anion, except fluoride, is bonded to the macrocycle through two NH X- and four CH X- interactions (C) 2010 Elsevier Ltd All rights reserved.