4,4'-(10H,10''H-dispiro[acridine-9,9'-phenanthrene-10',9''-acridine]-10,10''-diyl)bis(N-((R)-1-(naphthalen-1-yl)ethyl)but-2-ynamide) | 1010458-40-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 4,4'-(10H,10''H-dispiro[acridine-9,9'-phenanthrene-10',9''-acridine]-10,10''-diyl)bis(N-((R)-1-(naphthalen-1-yl)ethyl)but-2-ynamide)
• CAS: 1010458-40-8
• 化学式: C₇₀H₅₂N₄O₂
• 分子量: 981.208
• InChiKey: QLDXXMQRXGOLED-URZIEALYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  14.01
• 重原子数：
  76.0
• 可旋转键数：
  6.0
• 环数：
  13.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  64.68
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  4,4'-(10H,10''H-dispiro[acridine-9,9'-phenanthrene-10',9''-acridine]-10,10''-diyl)bis(N-((R)-1-(naphthalen-1-yl)ethyl)but-2-ynamide) 在 10percent Pd/C 氢气 作用下， 以 甲醇 为溶剂， 以57%的产率得到
  参考文献：
  名称：

  Unprecedented four-way-output molecular response system based on biphenyl-2,2′-diyldiacridiniums: induction of axial chirality through intramolecular hydrogen bonds between chiral amide groups

  摘要：

  Upon the attachment of N-(R)-2-phenylethylamide moieties to the acridinium units of the title dication, intramolecular hydrogen bonds induce a diastereomeric preference in terms of axial chirality (70% de at -40 degrees C in CH2Cl2). Thus, external stimuli induce not only UV-vis and fluorescence spectra changes but also changes in the CD and fluorescence-detected CD (FDCD) spectra, realizing unprecedented four-way-output molecular response systems. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.11.179
• 作为产物：
  描述：

  在 锌 作用下， 以 乙腈 为溶剂， 生成 4,4'-(10H,10''H-dispiro[acridine-9,9'-phenanthrene-10',9''-acridine]-10,10''-diyl)bis(N-((R)-1-(naphthalen-1-yl)ethyl)but-2-ynamide)
  参考文献：
  名称：

  Unprecedented four-way-output molecular response system based on biphenyl-2,2′-diyldiacridiniums: induction of axial chirality through intramolecular hydrogen bonds between chiral amide groups

  摘要：

  Upon the attachment of N-(R)-2-phenylethylamide moieties to the acridinium units of the title dication, intramolecular hydrogen bonds induce a diastereomeric preference in terms of axial chirality (70% de at -40 degrees C in CH2Cl2). Thus, external stimuli induce not only UV-vis and fluorescence spectra changes but also changes in the CD and fluorescence-detected CD (FDCD) spectra, realizing unprecedented four-way-output molecular response systems. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.11.179