N-(9,10-dioxoanthracen-1-yl)-2-[[5,11,17,23-tetratert-butyl-27-[2-[(9,10-dioxoanthracen-1-yl)amino]-2-oxoethoxy]-26,28-dihydroxy-25-pentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3,5,7(28),9,11,13(27),15(26),16,18,21(25),22-dodecaenyl]oxy]acetamide | 1123740-32-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: N-(9,10-dioxoanthracen-1-yl)-2-[[5,11,17,23-tetratert-butyl-27-[2-[(9,10-dioxoanthracen-1-yl)amino]-2-oxoethoxy]-26,28-dihydroxy-25-pentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3,5,7(28),9,11,13(27),15(26),16,18,21(25),22-dodecaenyl]oxy]acetamide
• CAS: 1123740-32-8
• 化学式: C₇₆H₇₄N₂O₁₀
• 分子量: 1175.43
• InChiKey: JNYKLPUCZYVYRZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  18.4
• 重原子数：
  88
• 可旋转键数：
  12
• 环数：
  11.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  185
• 氢给体数：
  4
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  5,11,17,23-tetra-t-butyl-25,26,27,28-tetrahydroxycalix-4-arene 、 2-氯-N-(9,10-二氧代-9,10-二氢-1-蒽基)乙酰胺 在 potassium carbonate 、 sodium iodide 作用下， 以 乙腈 为溶剂， 反应 24.0h， 以52%的产率得到N-(9,10-dioxoanthracen-1-yl)-2-[[5,11,17,23-tetratert-butyl-27-[2-[(9,10-dioxoanthracen-1-yl)amino]-2-oxoethoxy]-26,28-dihydroxy-25-pentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3,5,7(28),9,11,13(27),15(26),16,18,21(25),22-dodecaenyl]oxy]acetamide
  参考文献：
  名称：

  A new fluorescent chemosensor for F− based on inhibition of excited-state intramolecular proton transfer

  摘要：

  New fluorescent chemosensor 1 with two amidoanthraquinone groups (1-AAQs) at the lower rim of p-tert-butylcalix[4]arene has been synthesized. The significant changes of absorption and fluorescence bands show that chemosensor 1 is selective toward fluoride ion (F) over other anions such as Cl, Br, I, CH3COO, H2PO4, HSO4, and OH. The ESIPT process of 1 is inhibited by the fluoride-induced H-bonding followed by deprotonation of NH of the 1-AAQ. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.12.026

文献信息

• A new fluorescent chemosensor for F− based on inhibition of excited-state intramolecular proton transfer
  作者：Hyo Sung Jung、Hyun Jung Kim、Jacques Vicens、Jong Seung Kim

  DOI：10.1016/j.tetlet.2008.12.026

  日期：2009.3

  New fluorescent chemosensor 1 with two amidoanthraquinone groups (1-AAQs) at the lower rim of p-tert-butylcalix[4]arene has been synthesized. The significant changes of absorption and fluorescence bands show that chemosensor 1 is selective toward fluoride ion (F) over other anions such as Cl, Br, I, CH3COO, H2PO4, HSO4, and OH. The ESIPT process of 1 is inhibited by the fluoride-induced H-bonding followed by deprotonation of NH of the 1-AAQ. (C) 2008 Elsevier Ltd. All rights reserved.