alloc-en-Cl,Cl-NDI-Glu(t-Bu)-NH2 | 1004321-31-6

• 分子结构分类: 有机化合物 - 苯类化合物
• 英文名称: alloc-en-Cl,Cl-NDI-Glu(t-Bu)-NH2
• CAS: 1004321-31-6
• 化学式: C₂₉H₂₈Cl₂N₄O₉
• 分子量: 647.469
• InChiKey: DIAARNFQJLGMHV-KRWDZBQOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.23
• 重原子数：
  44.0
• 可旋转键数：
  10.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.34
• 拓扑面积：
  182.48
• 氢给体数：
  2.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  alloc-en-Cl,Cl-NDI-Glu(t-Bu)-NH2 、 异丙胺 在 1,3-二甲基-2-咪唑啉酮 作用下， 反应 20.0h， 以60%的产率得到
  参考文献：
  名称：

  Zipper Assembly of Photoactive Rigid-Rod Naphthalenediimide π-Stack Architectures on Gold Nanoparticles and Gold Electrodes

  摘要：

  We introduce zipper assembly as a simple and general concept to create complex functional architectures an conducting surfaces. Rigid-rod pi-stack architecture composed of p-oligophenyl rods and blue naphthalenediimide (NDI) stacks is selected as an example. First, short p-quaterphenyl initiators with four anionic NDIs are deposited on gold. Then, long p-octiphenyl propagators with eight cationic NDIs are added. The lower half of the propagator pi-stacks with the initiator, whereas the upper half of the molecule remains free. These cationic sticky-ends zip up with anionic propagators to produce anionic sticky-ends, and so on. Zipper assembly on gold nanoparticles is demonstrated by the appearance of the absorption of face-to-face NDI pi-stacks and the shift of the surface plasmon resonance band with increasing layer thickness. Complete inhibition by zipper capping demonstrates that zipper assembly affords complex architectures that are more ordered than those obtained by conventional layer-by-layer (LBL) approaches. Zipper assembly on gold electrodes produces increasing photocurrents with increasing number of zipped layers. The photocurrents obtained by this method are much higher than those obtained by conventional LBL controls; zipper termination by capping cleanly stops any increase in photocurrent.

  DOI：

  10.1021/ja077099v
• 作为产物：
  描述：

  n-(2-氨基乙基)氨基甲酸烯丙酯 、 2,6-dichloro-1,4,5,8-naphthalenetetracarboxylic acid dianhydride 、 tert-butyl (4S)-4,5-diamino-5-oxopentanoate 在 溶剂黄146 作用下， 反应 20.0h， 以39%的产率得到alloc-en-Cl,Cl-NDI-Glu(t-Bu)-NH2
  参考文献：
  名称：

  Zipper Assembly of Photoactive Rigid-Rod Naphthalenediimide π-Stack Architectures on Gold Nanoparticles and Gold Electrodes

  摘要：

  We introduce zipper assembly as a simple and general concept to create complex functional architectures an conducting surfaces. Rigid-rod pi-stack architecture composed of p-oligophenyl rods and blue naphthalenediimide (NDI) stacks is selected as an example. First, short p-quaterphenyl initiators with four anionic NDIs are deposited on gold. Then, long p-octiphenyl propagators with eight cationic NDIs are added. The lower half of the propagator pi-stacks with the initiator, whereas the upper half of the molecule remains free. These cationic sticky-ends zip up with anionic propagators to produce anionic sticky-ends, and so on. Zipper assembly on gold nanoparticles is demonstrated by the appearance of the absorption of face-to-face NDI pi-stacks and the shift of the surface plasmon resonance band with increasing layer thickness. Complete inhibition by zipper capping demonstrates that zipper assembly affords complex architectures that are more ordered than those obtained by conventional layer-by-layer (LBL) approaches. Zipper assembly on gold electrodes produces increasing photocurrents with increasing number of zipped layers. The photocurrents obtained by this method are much higher than those obtained by conventional LBL controls; zipper termination by capping cleanly stops any increase in photocurrent.

  DOI：

  10.1021/ja077099v

文献信息

• Three-component zipper assembly of photoactive cascade architectures with blue, red and colorless naphthalenediimide donors and acceptors
  作者：Naomi Sakai、Ravuri S. K. Kishore、Stefan Matile

  DOI：10.1039/b808288j

  日期：——

  programmed ("zipper") assembly of photoactive rigid-rod pi-stack architectures composed of blue (b), red (r) and colorless (n) core-substituted naphthalene diimides (NDIs) attached along p-oligophenyl (POP) rods. The design strategy and multistep syntheses of the required NDI-POP conjugates are described first. The activity of the obtained up to three-component cascade architectures is characterized in

  我们报告的光敏刚性棒pi堆栈体系结构的程序化的（“拉链”）组装，该结构由沿对寡苯基（POP）连接的蓝色（b），红色（r）和无色（n）核取代的萘二酰亚胺（NDI）组成）杆。首先介绍了所需的NDI-POP共轭物的设计策略和多步合成。在电流-电压曲线中表征了所获得的最多由三部分组成的级联架构的活动性，并对其进行了分析，以揭示短路电流和填充因数是重要的特性。使用单组分拉链，发现rNDI的光电流比bNDI的光电流高得多。在两组分拉链中，尽管在光吸收方面有所减少，但在有意义的位置用nNDI代替rNDI显示出增加的光电流。所示的三组分拉链可提供增加的结构复杂性，以实现对功能的更精细控制。从0.27到0.54，填充因子（衡量光产生的功率）对多组分级联体系结构的方向性最敏感。总体而言，这些结果与rNDI（但不是bNDI）受体和POP供体之间的光诱导电荷分离，随后是从rNDI自由基阴离子到nNDI受体的定向堆叠内电子转移，即超分子级联n