2,2'-((15,35,55,75-tetra-tert-butyl-32,72-dihydroxy-1,3,5,7(1,3)-tetrabenzenacyclooctaphane-12,52-diyl)bis(oxy))bis(N'-(pyren-1-ylmethylene)acetohydrazide) | 1313594-09-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 芘
• 英文名称: 2,2'-((15,35,55,75-tetra-tert-butyl-32,72-dihydroxy-1,3,5,7(1,3)-tetrabenzenacyclooctaphane-12,52-diyl)bis(oxy))bis(N'-(pyren-1-ylmethylene)acetohydrazide)
• CAS: 1313594-09-0
• 化学式: C₈₂H₈₀N₄O₆
• 分子量: 1217.56
• InChiKey: HRGIYDXXUSEJQU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  17.82
• 重原子数：
  92.0
• 可旋转键数：
  10.0
• 环数：
  13.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  141.84
• 氢给体数：
  4.0
• 氢受体数：
  8.0

反应信息

• 作为产物：
  描述：

  1-芘甲醛 、 5,11,17,23-tetra-tert-butyl-25,27-dihydroxy-26,28-bis[(hydrazidocarbonylmethyl)oxy]calix[4]-arene 以 甲苯 为溶剂， 反应 24.25h， 以50%的产率得到2,2'-((15,35,55,75-tetra-tert-butyl-32,72-dihydroxy-1,3,5,7(1,3)-tetrabenzenacyclooctaphane-12,52-diyl)bis(oxy))bis(N'-(pyren-1-ylmethylene)acetohydrazide)
  参考文献：
  名称：

  Calix[4]arene based molecular sensors with pyrene as fluoregenic unit: Effect of solvent in ion selectivity and colorimetric detection of fluoride

  摘要：

  Fluorescent molecular sensors having excimer emission property have been designed and synthesised incorporating calix[4] arene derivatives in cone and 1,3-alternate conformation as ionophore and two pyrene moieties at close proximity as fluorophore. They exhibit strong excimer emission around 515 nm, which is used to monitor interaction of metal ions with the ionophores. Ion-binding study of these fluoroionophore has been investigated in acetonitrile-chloroform and THF-H(2)O with a wide range of cations and anions and the recognition process is monitored by luminescence, UV-Vis and (1)H NMR (for F) spectral changes. The present study demonstrated profound influence of solvent in ion selectivity, in acetonitrile-chloroform they formed complexes with Hg(2+), Pb(2+), Cu(2+) and Ni(2+), whereas in THF-H(2)O they exhibit selectivity only for Cu(2+). In the case of anions, selectivity for only F with color change is observed. Composition of the complexes formed was determined from mass spectrometry and the binding constants were determined from fluorescence titration data. The reasons for formation of excimer emission, quenching of it in presence of certain metal ions, role of solvent in selectivity and energy/electron transfer process involved in the ion-recognition event have been discussed on the basis of experimental data. (C) 2011 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.ica.2011.01.053