1,4-bis(4'-pyridylethynyl)-2,5-didodecyloxybenzene | 302897-91-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1,4-bis(4'-pyridylethynyl)-2,5-didodecyloxybenzene
• 英文别名: 1,4-bis(4'-ethynylpyridyl)-2,5-bis(dodecyloxy)benzene；4-[2-[2,5-Didodecoxy-4-(2-pyridin-4-ylethynyl)phenyl]ethynyl]pyridine
• CAS: 302897-91-2
• 化学式: C₄₄H₆₀N₂O₂
• 分子量: 648.973
• InChiKey: PZZUODDRFXSEMM-UHFFFAOYSA-N

物化性质

• 沸点：
  763.1±60.0 °C(Predicted)
• 密度：
  1.03±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  14.9
• 重原子数：
  48
• 可旋转键数：
  28
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  44.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  五羰基氯铼(I) 、 1,4-bis(4'-pyridylethynyl)-2,5-didodecyloxybenzene 以 二氯甲烷 、 甲苯 为溶剂， 生成
  参考文献：
  名称：

  Solution-Phase Structural Characterization of Supramolecular Assemblies by Molecular Diffraction

  摘要：

  Structures of four molecular squares based on rhenium coordination chemistry have been characterized in the solution phase using pair distribution function (PDF) analyses of wide-angle X-ray scattering measured to better than 1 A spatial resolution. In this report we have focused, in particular, on a comparison of structures for pyrazine- and bipyridine-edged squares measured in solution with structures determined for these molecules in the solid state using X-ray crystallography and models derived from geometry optimization and molecular dynamics simulations using a classical force field. The wide-angle scattering for these assemblies is dominated by pair correlations involving one or more rhenium atoms, with both edge and diagonal Re-Re interactions appearing prominently in PDF plots. The pyrazine square is characterized by a relatively rigid structure in solution, with PDF peak positions and linewidths corresponding closely to those calculated from crystal structure data. For the bipyridine-edged square, the experimental PDF peaks measured along the molecular sides match the positions and linewidths of the PDF peaks calculated from static models. In contrast, PDF peaks measured across the diagonal distances of the molecular square deviate significantly from those calculated from the static crystallographic and energy minimized models. The experimental data are instead indicative of configurational broadening of the diagonal distances. In this respect, molecular dynamics simulations point to the importance of butterfly type motions that modulate the Re-Re diagonal distance. Indeed, the experimental data are reasonably well fit by assuming a bimodal distribution of butterfly conformers differing by similar to 25 degrees in the Re-Re-Re-Re torsion angle. Additionally, the measurements provide evidence for solvent ordering by the supramolecular assemblies detected as regions of solvent association and exclusion.

  DOI：

  10.1021/ja0659065
• 作为产物：
  描述：

  4-溴吡啶 、 1,4-双(十二烷基氧基)-2,5-二乙炔基苯 在 正丙胺 、 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 作用下， 生成 1,4-bis(4'-pyridylethynyl)-2,5-didodecyloxybenzene
  参考文献：
  名称：

  自组装三角形和方形铼 (I) 三羰基配合物：对其制备、电化学、光物理学、光化学和主客体性质的综合研究

  摘要：

  已经制备并表征了一系列以 fac-Re(CO)3X（X = Cl 或 Br）为角和线性联吡啶桥联配体的自组装大环化合物。根据桥连配体的长度和键角，这些大环配合物的所得几何形状是正方形 {[ClRe(CO)3(μ-DPB)]4 (3) 和 [ClRe(CO)3(μ -AZP)]4 (4)}、三角形 {[BrRe(CO)3(μ-BPDB)]3 (6) 和 [BrRe(CO)3(μ-BPDDB)]3 (7)}，或二聚体物种 {[ClRe(CO)3(μ-BPET)]2 (5)}。提出了涉及可溶性中间体的自组装过程的一般机制。这些大环化合物的光物理性质由最低激发态的特性决定，这些态从金属到配体的电荷转移 (MLCT) 到配体局部化的 π → π* 或不同分子的 n → π* 跃迁。正方形 3 和三角形 6 和 7 在室温溶液中发光，而正方形 4 和二聚体 5 不发光。来自 MLCT 的能量转移机制激发

  DOI：

  10.1021/ja001677p

文献信息

• Graves, Christopher R.; Merlau, Melissa L.; Morris, Gregory A., Inorganic Chemistry, 2004, vol. 43, # 6, p. 2013 - 2017
  作者：Graves, Christopher R.、Merlau, Melissa L.、Morris, Gregory A.、Sun, Shih-Sheng、Nguyen, SonBinh T.、Hupp, Joseph T.

  DOI：——

  日期：——