4-[benzyl-(naphthalene-1-carbonyl)-aminocarbonyl]-naphthalene-1-carboxylic acid benzylamide | 848003-43-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 4-[benzyl-(naphthalene-1-carbonyl)-aminocarbonyl]-naphthalene-1-carboxylic acid benzylamide
• 英文别名: 1-N,4-N-dibenzyl-4-N-(naphthalene-1-carbonyl)naphthalene-1,4-dicarboxamide
• CAS: 848003-43-0
• 化学式: C₃₇H₂₈N₂O₃
• 分子量: 548.641
• InChiKey: CGWPCIAAMNKPOQ-UHFFFAOYSA-N

物化性质

• 熔点：
  122-125 °C
• 沸点：
  821.8±65.0 °C(Predicted)
• 密度：
  1.263±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.6
• 重原子数：
  42
• 可旋转键数：
  7
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  66.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-[benzyl-(naphthalene-1-carbonyl)-aminocarbonyl]-naphthalene-1-carboxylic acid benzylamide 、 萘-1,4-二羰基二氯 在 4-二甲氨基吡啶 作用下， 以 甲苯 为溶剂， 反应 20.0h， 以6.3%的产率得到1-N,4-N-dibenzyl-4-N-[4-[benzyl-[4-[benzyl(naphthalene-1-carbonyl)carbamoyl]naphthalene-1-carbonyl]carbamoyl]naphthalene-1-carbonyl]-1-N-(naphthalene-1-carbonyl)naphthalene-1,4-dicarboxamide
  参考文献：
  名称：

  Aromatic Foldamers with Iminodicarbonyl Linkers:  Their Structures and Optical Properties

  摘要：

  Carboxamides possessing naphthalene rings connected by multiple iminodicarbonyl linkers were synthesized. These molecules forced the naphthalene rings to be placed in the positions facing each other, and they form helical foldamers both in solution and in the crystalline state. Their folding structures were investigated by single-crystal X-ray analysis and H-1 NMR spectroscopy. Their absorption and fluorescence spectra showed a red shift as the number of naphthalene moieties increased. This remarkable change is based on the intramolecular interaction between naphthalene moieties. Helicity of the foldamer can be controlled by the introduction of chiral auxiliaries at imide nitrogen atoms, which results in an observation of induced circular dichroism.

  DOI：

  10.1021/jo048233m
• 作为产物：
  描述：

  萘-1,4-二羰基二氯 在 吡啶 、 4-二甲氨基吡啶 、 三乙胺 作用下， 以 甲苯 为溶剂， 反应 18.0h， 生成 4-[benzyl-(naphthalene-1-carbonyl)-aminocarbonyl]-naphthalene-1-carboxylic acid benzylamide
  参考文献：
  名称：

  Aromatic Foldamers with Iminodicarbonyl Linkers:  Their Structures and Optical Properties

  摘要：

  Carboxamides possessing naphthalene rings connected by multiple iminodicarbonyl linkers were synthesized. These molecules forced the naphthalene rings to be placed in the positions facing each other, and they form helical foldamers both in solution and in the crystalline state. Their folding structures were investigated by single-crystal X-ray analysis and H-1 NMR spectroscopy. Their absorption and fluorescence spectra showed a red shift as the number of naphthalene moieties increased. This remarkable change is based on the intramolecular interaction between naphthalene moieties. Helicity of the foldamer can be controlled by the introduction of chiral auxiliaries at imide nitrogen atoms, which results in an observation of induced circular dichroism.

  DOI：

  10.1021/jo048233m

文献信息

• Aromatic Foldamers with Iminodicarbonyl Linkers:  Their Structures and Optical Properties
  作者：Hyuma Masu、Masaki Sakai、Keiki Kishikawa、Makoto Yamamoto、Kentaro Yamaguchi、Shigeo Kohmoto

  DOI：10.1021/jo048233m

  日期：2005.2.1

  Carboxamides possessing naphthalene rings connected by multiple iminodicarbonyl linkers were synthesized. These molecules forced the naphthalene rings to be placed in the positions facing each other, and they form helical foldamers both in solution and in the crystalline state. Their folding structures were investigated by single-crystal X-ray analysis and H-1 NMR spectroscopy. Their absorption and fluorescence spectra showed a red shift as the number of naphthalene moieties increased. This remarkable change is based on the intramolecular interaction between naphthalene moieties. Helicity of the foldamer can be controlled by the introduction of chiral auxiliaries at imide nitrogen atoms, which results in an observation of induced circular dichroism.