N³,N³'-bis-(2,2'-dimethoxy-3'-(2,2,2-trifluoroacetamido)-1,1'-binaphthyl-3-yl)-2,2'-dimethoxy-1,1'-binaphthyl-3,3'-dicarboxamide

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: N³,N³'-bis-(2,2'-dimethoxy-3'-(2,2,2-trifluoroacetamido)-1,1'-binaphthyl-3-yl)-2,2'-dimethoxy-1,1'-binaphthyl-3,3'-dicarboxamide
• 英文别名: 4-[3-[C-hydroxy-N-[3-methoxy-4-[2-methoxy-3-[(2,2,2-trifluoro-1-hydroxyethylidene)amino]naphthalen-1-yl]naphthalen-2-yl]carbonimidoyl]-2-methoxynaphthalen-1-yl]-3-methoxy-N-[3-methoxy-4-[2-methoxy-3-[(2,2,2-trifluoro-1-hydroxyethylidene)amino]naphthalen-1-yl]naphthalen-2-yl]naphthalene-2-carboximidic acid
• 化学式: C₇₂H₅₂F₆N₄O₁₀
• 分子量: 1247.22
• InChiKey: NTUCEZUCCOVCFK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  16.4
• 重原子数：
  92
• 可旋转键数：
  15
• 环数：
  12.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  172
• 氢给体数：
  4
• 氢受体数：
  16

反应信息

• 作为产物：
  描述：

  2-羟基-3-萘甲酸 在 氢氧化钾 、 草酰氯 、 硫酸 、 potassium carbonate 、 三乙胺 、 N,N-二甲基甲酰胺 、 N,N'-二环己基碳二亚胺 作用下， 以 甲醇 、 二氯甲烷 、 丙酮 为溶剂， 反应 108.0h， 生成 N³,N³'-bis-(2,2'-dimethoxy-3'-(2,2,2-trifluoroacetamido)-1,1'-binaphthyl-3-yl)-2,2'-dimethoxy-1,1'-binaphthyl-3,3'-dicarboxamide
  参考文献：
  名称：

  BINOL-Based FoldamersAccess to Oligomers with Diverse Structural Architectures

  摘要：

  In this article, we report on the synthesis and conformation of a new family of aromatic oligoamide foldamers based on binaphthol (BINOL) monomers. A series of oligomers with differing chirality of the individual BINOL building blocks and mixed sequences of alternate BINOL and pyridyl building blocks has been synthesized and structurally characterized. NMR and quantum chemical calculations on the basis of ab initio MO theory were performed to obtain insight into the conformational features of these oligomers. It is shown that the combination of these inherently chiral aromatic building blocks provides a novel access to a wide variety of conformationally ordered synthetic oligomers with diverse and dazzling structural architectures distinct from those classically observed.

  DOI：

  10.1021/jo070396y

文献信息

• BINOL-Based FoldamersAccess to Oligomers with Diverse Structural Architectures
  作者：Pranjal K. Baruah、Rajesh Gonnade、P. R. Rajamohanan、Hans-Jörg Hofmann、Gangadhar J. Sanjayan

  DOI：10.1021/jo070396y

  日期：2007.7.1

  In this article, we report on the synthesis and conformation of a new family of aromatic oligoamide foldamers based on binaphthol (BINOL) monomers. A series of oligomers with differing chirality of the individual BINOL building blocks and mixed sequences of alternate BINOL and pyridyl building blocks has been synthesized and structurally characterized. NMR and quantum chemical calculations on the basis of ab initio MO theory were performed to obtain insight into the conformational features of these oligomers. It is shown that the combination of these inherently chiral aromatic building blocks provides a novel access to a wide variety of conformationally ordered synthetic oligomers with diverse and dazzling structural architectures distinct from those classically observed.