N,N'-bis(4-nitrophenyl)-4,13-diaza-18-crown-6 | 381723-75-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N,N'-bis(4-nitrophenyl)-4,13-diaza-18-crown-6
• 英文别名: 7,16-Bis(4-nitrophenyl)-1,4,10,13-tetraoxa-7,16-diazacyclooctadecane
• CAS: 381723-75-7
• 化学式: C₂₄H₃₂N₄O₈
• 分子量: 504.54
• InChiKey: GUTPYTQTDZOLKI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  36
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  135
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  N,N'-bis(4-nitrophenyl)-4,13-diaza-18-crown-6 在 palladium on activated charcoal hydrzine hdyrate 作用下， 以 乙醇 为溶剂， 反应 3.0h， 以65%的产率得到N,N'-bis(4-aminophenyl)-4,13-diaza-18-crown-6
  参考文献：
  名称：

  Diaza-18-crown-6 based chromophores for modulation of two-photon absorption cross-section by metal ions

  摘要：

  Two chromophores with diaza-18-crown-6 as receptor have been synthesized in high yields. The electronic structure, one-photon absorption (OPA) spectra, and two-photon absorption (TPA) properties have been studied in detail. When no metal ion is added as input, both show negligible TPA cross-section (sigma(2)). However, in the presence of Zn(II)/Cd(II)/Mg(II)/Ca(II) ion, each exhibits large TPA cross-section value. Binding of metal ion in the receptor increases the symmetric charge transfer leading to large sigma(2) values. Theoretical calculations at the B3LYP functional with 6-31G* and LanL2DZ mixed basis set under DFT formalism support experimental results. (C) 2008 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2008.01.019
• 作为产物：
  描述：

  对氟硝基苯 、 二氮杂18-冠醚-6 在 sodium carbonate 作用下， 以 二甲基亚砜 为溶剂， 反应 72.0h， 以60%的产率得到N,N'-bis(4-nitrophenyl)-4,13-diaza-18-crown-6
  参考文献：
  名称：

  Diaza-18-crown-6 based chromophores for modulation of two-photon absorption cross-section by metal ions

  摘要：

  Two chromophores with diaza-18-crown-6 as receptor have been synthesized in high yields. The electronic structure, one-photon absorption (OPA) spectra, and two-photon absorption (TPA) properties have been studied in detail. When no metal ion is added as input, both show negligible TPA cross-section (sigma(2)). However, in the presence of Zn(II)/Cd(II)/Mg(II)/Ca(II) ion, each exhibits large TPA cross-section value. Binding of metal ion in the receptor increases the symmetric charge transfer leading to large sigma(2) values. Theoretical calculations at the B3LYP functional with 6-31G* and LanL2DZ mixed basis set under DFT formalism support experimental results. (C) 2008 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2008.01.019

文献信息

• Diaza-18-crown-6 based chromophores for modulation of two-photon absorption cross-section by metal ions
  作者：Atanu Jana、Arijit Kumar De、Amit Nag、Debabrata Goswami、Parimal K. Bharadwaj

  DOI：10.1016/j.jorganchem.2008.01.019

  日期：2008.4

  Two chromophores with diaza-18-crown-6 as receptor have been synthesized in high yields. The electronic structure, one-photon absorption (OPA) spectra, and two-photon absorption (TPA) properties have been studied in detail. When no metal ion is added as input, both show negligible TPA cross-section (sigma(2)). However, in the presence of Zn(II)/Cd(II)/Mg(II)/Ca(II) ion, each exhibits large TPA cross-section value. Binding of metal ion in the receptor increases the symmetric charge transfer leading to large sigma(2) values. Theoretical calculations at the B3LYP functional with 6-31G* and LanL2DZ mixed basis set under DFT formalism support experimental results. (C) 2008 Elsevier B.V. All rights reserved.