N,N'-bis(1-naphthylmethyl)-1,4,10,13-tetraoxa-7,16-diazacyclooctadecane | 205743-21-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: N,N'-bis(1-naphthylmethyl)-1,4,10,13-tetraoxa-7,16-diazacyclooctadecane
• 英文别名: N,N'-bsi(1-naphthylmethyl)-1,4,10,13-tetraoxy-7,16-diazacyclooctadecane；N,N'-Bis(1-naphthylmethyl)-4,13-diaza-18-crown-6；7,16-Bis(naphthalen-1-ylmethyl)-1,4,10,13-tetraoxa-7,16-diazacyclooctadecane
• CAS: 205743-21-1
• 化学式: C₃₄H₄₂N₂O₄
• 分子量: 542.718
• InChiKey: FYNLXOCXCVGZOZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  40
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  barium thiocyanate 、 N,N'-bis(1-naphthylmethyl)-1,4,10,13-tetraoxa-7,16-diazacyclooctadecane 以 甲醇 、 氯仿 为溶剂， 生成
  参考文献：
  名称：

  Crystal Structures of N,N'-Bis-(1-naphthylmethyl)-1,4,10,13-tetraoxa-7,16-diazacyclooctadecane Complexed with Potassium and Barium Thiocyanates

  摘要：

  The crystal structures of N,N'-bis(1-naphthylmethyl)-4, 13-diaza-18-crown-6 (1)-KNCS and 1-Ba(NCS)(2)-H2O complexes were analyzed by X-Ray crystallography. The structure of the 1-Ba(NCS)(2)-H2O complex differs significantly from that of the 1-KNCS complex. The K+ cation is sevenfold, Ba2+ cation ninefold coordinated. The two naphthalene rings adopt an anti conformation for 1-KNCS and syn conformation for 1-Ba(NCS)(2)-H2O with the crown ether ring.

  DOI：

  10.3987/com-99-8521
• 作为产物：
  描述：

  二氮杂18-冠醚-6 、 (氯甲基)萘 在 sodium carbonate 、 potassium iodide 作用下， 以 various solvent(s) 为溶剂， 反应 48.0h， 生成 N,N'-bis(1-naphthylmethyl)-1,4,10,13-tetraoxa-7,16-diazacyclooctadecane
  参考文献：
  名称：

  1- and 2-Naphthylmethyl sidearms of isomeric bibracchial lariat ethers significantly affect alkali metal cation complexation

  摘要：

  4,13-二氮-18-冠-6的衍生物，其侧臂为苄基或异构的萘甲基，具有显著不同的固态结构，并在阳离子配位强度上显示出差异。

  DOI：

  10.1039/a903162f

文献信息

• Synthesis and Complexation Behavior of N,N'-Bis(1-naphthylmethyl)-1,4,10,13-tetraoxa-7,16-diazacyclooctadecane
  作者：Kanji Kubo、Ryoichi Ishige、Nobuo Kato、Emi Yamamoto、Tadamitsu Sakurai

  DOI：10.3987/com-97-7944

  日期：——

  N,N'-Bis(1-naphthylmethyl)-4,13-diaza-18-crown-6 ether (2) gave intramolecular exciplex fluorescence, showing that the excited naphthalene chromophore was quenched by the azacrown unit. The azacrown ether (2) was found to display unique photophysical properties in the presence of metal salts. Complexation of 2 with Ba2+ increased the fluorescence intensity of the host by a factor of 40. H-1 and C-13 NMR analyses of this 1:1 complexation behavior revealed that Ba2+ strongly coordinates with the azacrown nitrogen to cause a dramatic decrease in an intramolecular charge-transfer character. In addition, it was suggested that not only the metal ion-dependent coordinated structure of the resulting complex but also the exchange rate between the free host (2) and its complex with metal ions play a role in controlling the extent of the emission-intensity enhancement that was observed in the presence of a given metal ion.