18-crown-6/leucine 1/1 | 138272-62-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 18-crown-6/leucine 1/1
• CAS: 138272-62-5
• 化学式: C₆H₁₃NO₂*C₁₂H₂₄O₆
• 分子量: 395.494
• InChiKey: YVWBXLNZGJBWBO-UHFFFAOYSA-N

反应信息

• 作为产物：
  描述：

  18-冠醚-6 、 DL-亮氨酸 以 三氟乙酸 为溶剂， 生成 18-crown-6/leucine 1/1
  参考文献：
  名称：

  Complex formation of crown ethers with α-amino acids: Estimation by NMR spectroscopy

  摘要：

  Complex formation of 18-crown-6 and dibenzo crowns with glycine, leucine, and norleucine was studied by NMR spectroscopy. The efficiency of non-valence interactions with participation of different active centers of the host and guest molecules is determined by solvation effects, mutual arrangement of benzene rings in dibenzo crowns, and the presence of bulky aliphatic substituents in the alpha-amino acid. The complexation of dibenzo crowns with alpha-amino acids in acid medium involves a system of different non-valence interactions, the most efficient of which are NH (3) (+) ... O hydrogen bond between the ammonium group in the guest molecule and ether oxygen atoms in the host molecule and dipole-dipole interaction between the guest ammonium group and host benzene ring (NH (3) (+) ... Ar). The efficiency of NH (3) (+) ... O hydrogen bonding decreases in going from 18-crown-6 to dibenzo crowns due to distortion of symmetry of the macroring cavity and violation of geometric complementarity of some ether oxygen atoms. The integral efficiency of non-valence interactions in the system dibenzo crown-alpha-amino acid was estimated on a quantitative level by H-1 NMR relaxation technique.

  DOI：

  10.1134/s1070428013090261