tetrakis[4-(pyridin-4-ylethynyl)phenyl]methane | 359647-86-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: tetrakis[4-(pyridin-4-ylethynyl)phenyl]methane
• 英文别名: tetrakis[4-(4-pyridylethynyl)phenyl]methane；4-[2-[4-[Tris[4-(2-pyridin-4-ylethynyl)phenyl]methyl]phenyl]ethynyl]pyridine
• CAS: 359647-86-2
• 化学式: C₅₃H₃₂N₄
• 分子量: 724.864
• InChiKey: SZDGKSMDXHZKBE-UHFFFAOYSA-N

物化性质

• 熔点：
  191 °C (decomp)
• 沸点：
  894.6±65.0 °C(Predicted)
• 密度：
  1.31±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  10.8
• 重原子数：
  57
• 可旋转键数：
  12
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.02
• 拓扑面积：
  51.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-叔丁基苄溴 、 tetrakis[4-(pyridin-4-ylethynyl)phenyl]methane 以 氯仿 、 乙腈 为溶剂， 反应 48.0h， 以97%的产率得到
  参考文献：
  名称：

  Cationic π-electron systems with high quadratic hyperpolarisability

  摘要：

  基于甲烷-系统的阳离子非线性光学发色团，其中传统的电子供体分别与离子吡啶基或三有机胺基和磷烷基取代基结合，在超极化性和透明度之间的权衡方面，其性能远远优于传统的供体/受体取代（D/A取代）甲烷。这种效应的发生是因为离子受体不会像传统受体那样扩大-系统。苯基发色团也是如此。尽管它们的电子性质不同，但离子发色团系列以及传统的供体/受体-甲烷的最大高能量吸收与未取代甲烷的吸收能量相吻合。这证明，特定取代发色团系列的最大蓝色透明度是由未取代母体发色团的吸收最大值决定的。通过这种方式，发色团被设计为具有比对硝基苯胺更高的二次超极化率，而吸收波长大致相同。通过应用相同的概念，还合成了一种二维和三维的高效八极子非线性光学发色团组装。

  DOI：

  10.1039/b009664b
• 作为产物：
  描述：

  在 盐酸 作用下， 以 水 为溶剂， 生成 tetrakis[4-(pyridin-4-ylethynyl)phenyl]methane
  参考文献：
  名称：

  Metal–Organic Microstructures: From Rectangular to Stellated and Interpenetrating Polyhedra

  摘要：

  Despite the tremendous progress made in the design of supramolecular and inorganic materials, it still remains a great challenge to obtain uniform structures with tailored size and shape. Metal-organic frameworks and infinite coordination polymers are examples of rapidly emerging materials with useful properties, yet limited morphological control. In this paper, we report the solvothermal synthesis of diverse metal-organic (sub)-microstructures with a high degree of uniformity. The porous and thermally robust monodisperse crystalline solids consist of tetrahedral polypyridyl ligands and nickel or copper ions. Our bottom-up approach demonstrates the direct assembly of these materials without the addition of any surfactants or modulators. Reaction parameters in combination with molecular structure encoding are the keys to size-shape control and structural uniformity of our metal-organic materials.

  DOI：

  10.1021/ja509428a

文献信息

• Fourfold Suzuki-Miyaura and Sonogashira Cross-Coupling Reactions on Tetrahedral Methane and Adamantane Derivatives
  作者：Christine I. Schilling、Oliver Plietzsch、Martin Nieger、Thierry Muller、Stefan Bräse

  DOI：10.1002/ejoc.201001567

  日期：2011.3

  An efficient way to generate a series of rigid tetrahedral organic building units from common methane and adamantane precursors is presented. Suzuki-Miyaura and Sonogashira cross-coupling reactions are used to effectively generate these shape-persistent molecular tectons. Especially the Sonogashira reactions employing the readily available tetrahedral alkynes and commercial iodides and bromides are

  提出了一种从常见的甲烷和金刚烷前体生成一系列刚性四面体有机建筑单元的有效方法。Suzuki-Miyaura 和 Sonogashira 交叉偶联反应用于有效地生成这些形状持久的分子构造。特别是使用容易获得的四面体炔烃和商业碘化物和溴化物的 Sonogashira 反应非常有效。
• Light-Harvesting Macroring Accommodating a Tetrapodal Ligand Based on Complementary and Cooperative Coordinations
  作者：Yusuke Kuramochi、Akiharu Satake、Yoshiaki Kobuke

  DOI：10.1021/ja048118t

  日期：2004.7.1

  A porphyrin macroring, mimicking the light-harvesting complex of photosynthetic purple bacteria, was synthesized by self-assembling trisporphyrinatoZn(II) complexes with imidazolyl substituents at both molecular terminals. Very strong complementary coordination of imidazolyl to Zn(II) afforded exclusively the cyclic trimer of trisporphyrin under dilute conditions at 27 degrees C in CHCl3/MeOH = 9/1 (v/v). 1H NMR spectra of the macroring indicate the existence of two topological isomers, one symmetric and one asymmetric. Use of three noncoordinated porphyrinatoZn(II) sites allows a tetrapodal ligand to be incorporated into the cavity of the macroring. A Job plot and the clear bending behavior on UV-vis titration indicated the formation a 1:1 complex; the heterogeneity of two topological isomers was not observed, and both isomers similarly accommodated the tetrapodal ligand. The association constant obtained by curve fitting analysis was 8 x 108 M-1 in toluene. This large association constant reflects the cooperative nature of three coordination sites.
• METAL-ORGANIC MATERIALS AND METHOD FOR PREPARATION
  申请人：YEDA RESEARCH AND DEVELOPMENT CO. LTD., AT THE WEI

  公开号：EP3022250A1

  公开（公告）日：2016-05-25
• US9611218B2
  申请人：——

  公开号：US9611218B2

  公开（公告）日：2017-04-04
• US9707540B2
  申请人：——

  公开号：US9707540B2

  公开（公告）日：2017-07-18