2,3-naphtho-17-crown-5 ether | 72939-29-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2,3-naphtho-17-crown-5 ether
• 英文别名: 2,3-naphtho-17-crown-5；3,6,9,12,15-Pentaoxatricyclo[15.8.0.019,24]pentacosa-1(25),17,19,21,23-pentaene；3,6,9,12,15-pentaoxatricyclo[15.8.0.019,24]pentacosa-1(25),17,19,21,23-pentaene
• CAS: 72939-29-8
• 化学式: C₂₀H₂₆O₅
• 分子量: 346.423
• InChiKey: RDBAUUQEXNRNAB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  25
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  46.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  europium(III) nitrate 、 2,3-naphtho-17-crown-5 ether 以 乙醇 为溶剂， 生成 2,3-naphtho-17-crown-5 Eu(NO3)3
  参考文献：
  名称：

  Study of energy transfer in a naphthalene-linked crown ether–Eu3+ complex: the effect of the orientation of the naphthalene π-plane with respect to the Eu3+ ion

  摘要：

  The energy transfer (ET) from naphthalene (N) to EU3+ has been studied in complexes of the Eu3+ ion with 2,3-naphtho-17-crown-5, 2,3-naphtho-20-crown-6, 1,8-naphtho-21-crown-6 and 1,5-naphtho-22-crown-6, respectively, using the NO ion as the counter anion in EtOH glass at 77 K. Both the ET efficiency and the N-phosphorescence quenching show a strong dependence on the orientation of the N-pi-plane with respect to the Eu3+ ion. The results suggest that an exchange mechanism involving the lowest excited triplet state of N and D-5(2) states of the rare-earth ions is mainly operating. (C) 1998 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0009-2614(98)01078-1
• 作为产物：
  描述：

  2,3-二甲基萘 在 N-溴代丁二酰亚胺(NBS) 、 lithium tert-butoxide 作用下， 以 四氢呋喃 、 四氯化碳 为溶剂， 反应 10.0h， 生成 2,3-naphtho-17-crown-5 ether
  参考文献：
  名称：

  Synthesis of crown ethers that geometrically orient cations relative to a naphthalene .pi. system. A look at the equilibration of enantiomeric conformations by "rope-skipping" crown ethers

  摘要：

  DOI：

  10.1021/jo01297a031

文献信息

• The dependence of photoinduced energy transfer on the orientation of the acceptor with respect to the π-plane of the donor in naphthalene-linked crown ether–Tb3+ complexes
  作者：Surajit Bhattacharyya、Maitrayee Basu Roy、Sanjib Ghosh

  DOI：10.1016/j.chemphys.2003.12.008

  日期：2004.5

  predetermined orientation with respect to the naphthalene molecular plane. In systems I and II, the Tb3+ ion is along the Z-axis; in system III, it is along the Y-axis and in IV, it is along the X-axis, where Z- and Y- are the molecular in-plane long and short axes of the naphthalene molecular plane respectively and X- is the out-of plane axis perpendicular to the naphthalene molecular plane. Present studies indicate

  研究了Tb 3+离子与2,3-naphtho-17-crown-5醚（I），2,3-naphtho-的络合物中从萘（N）到Tb 3+的光致能量转移（ET）。20冠-6-醚（II），1,8-二萘并-21-冠-6醚（III）和1,5-萘并-22-冠-6醚（IV），分别使用硝酸盐（NO 3 -离子在77 K EtOH玻璃中作为抗衡阴离子。如此设计配体，使得Tb 3+离子可以相对于萘分子平面以预定的取向络合。在系统I和II中，Tb 3+离子沿Z轴；在系统III中，它沿着Y轴，在系统IV中，它沿着X轴，其中Z-和Y-分别是萘分子平面的分子内平面长轴和短轴，而X-是垂直于萘分子平面的面外轴。目前的研究表明，能量转移（ET）的效率和萘磷光的猝灭显示出强烈依赖于受体金属离子（Tb 3+）相对于供体萘部分的π平面的方向。ET研究表明，一种交换机制涉及N的最低（ππ *）三重态和Tb 3+的5 D 4态。离子
• Synthesis of crown ethers that geometrically orient cations relative to a naphthalene .pi. system. A look at the equilibration of enantiomeric conformations by "rope-skipping" crown ethers
  作者：Houston S. Brown、Chrysa P. Muenchausen、Lynn R. Sousa

  DOI：10.1021/jo01297a031

  日期：1980.4
• Study of energy transfer in a naphthalene-linked crown ether–Eu3+ complex: the effect of the orientation of the naphthalene π-plane with respect to the Eu3+ ion
  作者：Surajit Bhattacharyya、L.R. Sousa、Sanjib Ghosh

  DOI：10.1016/s0009-2614(98)01078-1

  日期：1998.11

  The energy transfer (ET) from naphthalene (N) to EU3+ has been studied in complexes of the Eu3+ ion with 2,3-naphtho-17-crown-5, 2,3-naphtho-20-crown-6, 1,8-naphtho-21-crown-6 and 1,5-naphtho-22-crown-6, respectively, using the NO ion as the counter anion in EtOH glass at 77 K. Both the ET efficiency and the N-phosphorescence quenching show a strong dependence on the orientation of the N-pi-plane with respect to the Eu3+ ion. The results suggest that an exchange mechanism involving the lowest excited triplet state of N and D-5(2) states of the rare-earth ions is mainly operating. (C) 1998 Elsevier Science B.V. All rights reserved.