| 1032650-12-6

• 分子结构分类: 有机化合物
• CAS: 1032650-12-6
• 化学式: C₄₇H₄₇ClN₇O₁₂P
• 分子量: 968.357
• InChiKey: VBPDUIXIMGDWOV-ITIIQXPNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.47
• 重原子数：
  68.0
• 可旋转键数：
  17.0
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  235.62
• 氢给体数：
  3.0
• 氢受体数：
  18.0

反应信息

• 作为反应物：
  描述：

  、 bis(benzotriazol-1-yl)(2-chlorophenyl)phosphate 在 吡啶 作用下， 以 1,4-二氧六环 为溶剂， 反应 0.17h， 生成
  参考文献：
  名称：

  Self-Organization, Optical, and Electrical Properties of α-Quinquethiophene-Dinucleotide Conjugates

  摘要：

  AbstractBiodriven self‐organization of α‐quinquethiophene (t5): Cast films of 5′TA3′‐t5 are electroactive, photoluminescent, and chiral. Their growth is not directed by intermolecular Watson–Crick hydrogen bonding between the A⋅⋅⋅T moieties of interacting molecules, but is governed by intra‐ and intermolecular thiophene–nucleobase stacking interactions.magnified imageThe synthesis and properties of 5′TA3′‐t5 (8 a) and 5′CG3′‐t5 (8 b) conjugates, in which the self‐complementary dinucleotides TA and CG are covalently bound to the central ring of α‐quinquethiophene (t5), are described. According to molecular mechanics calculations, the preferred conformation of both 8 a and 8 b is that with the dinucleotide folded over the planar t5 backbone, with the nucleobases facing t5 at stacking distance. The calculations show that the aggregation process of 8 a and 8 b is driven by a mix of nucleobase‐thiophene interactions, hydrogen bonding between nucleobases (non Watson–Crick (W&C) in TA, and W&C in CG), van der Waals, and electrostatic interactions. While 8 b is scarcely soluble in any solvents, 8 a is soluble in water, indicating that the aggregates of the former are more stable than those of the latter. Microfluidic‐induced self‐assembly studies of 8 a showed the formation of lamellar, spherulitic, and dendritic supramolecular structures, depending on the concentration and solvent evaporation time. The self‐assembled structures displayed micrometer dimensions in the xy plane of the substrate and nanometer dimensions in the z direction. Spatially resolved confocal microscopy and spectroscopy showed that the aggregates were characterized by intense fluorescence emission. Cast films of 8 a from water solutions showed chirality transfer from the dinucleotide to t5. The hole mobility of the cast films of 8 a was estimated using a two‐electrode device under high vacuum and found to be up to two orders of magnitude greater than those previously measured for dinucleotide–quarterthiophene conjugates under the same experimental conditions.

  DOI：

  10.1002/chem.200801684

文献信息

• Water-Soluble, Electroactive, and Photoluminescent Quaterthiophene–Dinucleotide Conjugates
  作者：Silvia Alesi、Giorgia Brancolini、Manuela Melucci、Massimo Luigi Capobianco、Alessandro Venturini、Nadia Camaioni、Giovanna Barbarella

  DOI：10.1002/chem.200700950

  日期：2008.1.7

  strength and in cast films. The films were photoluminescent and electroactive. CD and photoluminescence spectra and current density/voltage plots (measured under dynamic vacuum) displayed significant variation on changing the dinucleotide scaffold. Molecular mechanics and molecular dynamics calculations indicated that the conformation and packing modes of the conjugates are the result of a balance between

  四噻吩-二核苷酸缀合物5'TA3'-t4-3'AT5'，5'AA3'-t4-3'AA5'和5'TT3'-t4-3'TT5'（TA：胸苷-腺苷，AA：腺苷-腺苷，TT：胸苷-胸苷）的合成和分析，结合了光谱学和显微镜，电学表征和理论计算。圆二色性（CD）实验表明，在高离子强度和流延膜中，手性从二核苷酸向四噻吩转移。所述膜是光致发光的和电活性的。CD和光致发光光谱和电流密度/电压图（在动态真空下测量）显示了在改变二核苷酸支架上的显着变化。