(2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-6-(5,7,12,14-tetraoxo-6-oxa-13-azatetracyclo[6.6.2.04,16.011,15]hexadeca-1(15),2,4(16),8,10-pentaen-13-yl)hexanoic acid | 1346685-59-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: (2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-6-(5,7,12,14-tetraoxo-6-oxa-13-azatetracyclo[6.6.2.04,16.011,15]hexadeca-1(15),2,4(16),8,10-pentaen-13-yl)hexanoic acid
• CAS: 1346685-59-3
• 化学式: C₂₅H₂₄N₂O₉
• 分子量: 496.474
• InChiKey: FRLDQQRMZMLFRB-INIZCTEOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  36
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  156
• 氢给体数：
  2
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  (2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-6-(5,7,12,14-tetraoxo-6-oxa-13-azatetracyclo[6.6.2.04,16.011,15]hexadeca-1(15),2,4(16),8,10-pentaen-13-yl)hexanoic acid 、 5,15-bis(4-aminophenyl)-10,20-diphenylporphyrin 以 N,N-二甲基甲酰胺 为溶剂， 反应 18.0h， 以42%的产率得到
  参考文献：
  名称：

  Self-Assembly of a Donor–Acceptor Nanotube. A Strategy To Create Bicontinuous Arrays

  摘要：

  The self-assembly of bolaamphiphile 1 into nanotubes containing a nanostructured electron donor/acceptor heterojunction is reported. In 10% MeOH/H2O, the tetraphenylporphyrin (TPP) and 1,4,5,8-naphthalenetetracarboxylic acid diimide chromophores engage in strong J-type pi-pi interactions within monolayer rings that further stack into the nanotube assemblies. In 10% MeOH/H2O at pH 1 or 11 or in pure MeOH, assembly is driven exclusively by the TPP ring, leading to the formation of nonspecific, unstructured aggregates. Steady-state, time-resolved fluorescence and femtosecond transient absorption spectroscopy revealed a strong dependence of the fluorescence decay and electron-transfer/charge-recombination time constants on the nature of the assemblies. These studies highlight the importance of local nanostructure in determining the photophysical properties of optoelectronic materials.

  DOI：

  10.1021/ja205868b
• 作为产物：
  描述：

  1,4,5,8-萘四甲酸酐 、 N-alpha-叔丁氧羰基-L-赖氨酸 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 以81%的产率得到(2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-6-(5,7,12,14-tetraoxo-6-oxa-13-azatetracyclo[6.6.2.04,16.011,15]hexadeca-1(15),2,4(16),8,10-pentaen-13-yl)hexanoic acid
  参考文献：
  名称：

  金属配位对双（吲哚基）甲烷-萘-二酰亚胺两亲物组装的影响

  摘要：

  研究了由萘二酰亚胺（NDI）和双（吲哚基）甲烷（BIM）生色团组成的两亲物的自组装和配位与pH和金属的关系。通过TEM，SEM和AFM成像观察，NDI-BIM 1的自组装在中性pH值的CH 3 CN–H 2 O（1：1）中产生了不规则的纳米结构。相反，在pH 2时观察到定义明确的纳米管。相反，Fmoc保护的NDI-BIM 2在中性pH时形成纳米管，在pH 2时形成非特异性聚集体。当Cu 2+离子与双（吲哚基）甲烷配位时，观察到从纳米管到水泡结构的重组。

  DOI：

  10.1039/d0dt02732d

文献信息

• The impact of metal coordination on the assembly of bis(indolyl)methane-naphthalene-diimide amphiphiles
  作者：Sinan Bayindir、Kwang Soo Lee、Nurullah Saracoglu、Jon R. Parquette

  DOI：10.1039/d0dt02732d

  日期：——

  comprised of naphthalenediimide (NDI) and bis(indolyl)methane (BIM) chromophores were investigated as a function of pH and metal. As observed by TEM, SEM and AFM imaging, the self-assembly of NDI-BIM 1 produced irregular nanostructures at neutral pH in CH3CN–H2O (1 : 1); whereas, well-defined nanotubes were observed at pH 2. Conversely, Fmoc-protected, NDI-BIM 2 formed nanotubes at neutral pH and nonspecific

  研究了由萘二酰亚胺（NDI）和双（吲哚基）甲烷（BIM）生色团组成的两亲物的自组装和配位与pH和金属的关系。通过TEM，SEM和AFM成像观察，NDI-BIM 1的自组装在中性pH值的CH 3 CN–H 2 O（1：1）中产生了不规则的纳米结构。相反，在pH 2时观察到定义明确的纳米管。相反，Fmoc保护的NDI-BIM 2在中性pH时形成纳米管，在pH 2时形成非特异性聚集体。当Cu 2+离子与双（吲哚基）甲烷配位时，观察到从纳米管到水泡结构的重组。
• Self-Assembly of a Donor–Acceptor Nanotube. A Strategy To Create Bicontinuous Arrays
  作者：Siyu Tu、Se Hye Kim、Jojo Joseph、David A. Modarelli、Jon R. Parquette

  DOI：10.1021/ja205868b

  日期：2011.11.30

  The self-assembly of bolaamphiphile 1 into nanotubes containing a nanostructured electron donor/acceptor heterojunction is reported. In 10% MeOH/H2O, the tetraphenylporphyrin (TPP) and 1,4,5,8-naphthalenetetracarboxylic acid diimide chromophores engage in strong J-type pi-pi interactions within monolayer rings that further stack into the nanotube assemblies. In 10% MeOH/H2O at pH 1 or 11 or in pure MeOH, assembly is driven exclusively by the TPP ring, leading to the formation of nonspecific, unstructured aggregates. Steady-state, time-resolved fluorescence and femtosecond transient absorption spectroscopy revealed a strong dependence of the fluorescence decay and electron-transfer/charge-recombination time constants on the nature of the assemblies. These studies highlight the importance of local nanostructure in determining the photophysical properties of optoelectronic materials.