4-[2-[6-(2-Pyridin-4-ylethynyl)phenanthren-3-yl]ethynyl]pyridine | 1020182-80-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: 4-[2-[6-(2-Pyridin-4-ylethynyl)phenanthren-3-yl]ethynyl]pyridine
• 英文别名: 4-[2-[6-(2-pyridin-4-ylethynyl)phenanthren-3-yl]ethynyl]pyridine
• CAS: 1020182-80-2
• 化学式: C₂₈H₁₆N₂
• 分子量: 380.448
• InChiKey: XQZWDAZKZWJGIE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  30
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  25.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-[2-[6-(2-Pyridin-4-ylethynyl)phenanthren-3-yl]ethynyl]pyridine 、 (3,5-diethynylphenol dibenzo[24]crown-8 carboxylate(-2H))(Pt(triethylphosphine)2(triflate))2 以 二氯甲烷-D2 为溶剂， 以96%的产率得到[Pt2(3,5-diethynylphenol dibenzo[24]crown-8 carboxylate(-2H))(triethylphosphine)4]2(C14H8(CCC5H4N)2)2(triflate)4
  参考文献：
  名称：

  Coordination-Driven Self-Assembly of Cavity-Cored Multiple Crown Ether Derivatives and Poly[2]pseudorotaxanes

  摘要：

  The synthesis of a new 120 degrees diplatinum(II) acceptor unit and the self-assembly of a series of two-dimensional metallacyclic polypseudorotaxanes that utilize both metal-ligand and crown ether-dialkyl-ammonium noncovalent interactions are described. Judiciously combining complementary diplatinum(II) acceptors with bispyridyl donor building blocks, with an acceptor and/or donor possessing a pendant dibenzo[24]crown78 (DB24C8) moiety, allows for the formation of three new rhomboidal bis-DB24C8, one new hexagonal tris-DB24C8, and four new hexakis-DB24C8 metallacyclic polygons in quantitative yields. The size and shape of each assembly, as well as the location and stoichiometry of the DB24C8 macrocycle, can be precisely controlled. Each polygon is able to complex two, three, or six dibenzylammonium ions without disrupting the underlying metallacyclic polygons, thus producing eight different poly[2]pseudorotaxanes and demonstrating the utility and scope of this orthogonal self-assembly technique. The assemblies are characterized with one-dimensional multinuclear (H-1 and P-31) and two-dimensional (H-1-H-1 COSY and NOESY) NMR spectroscopy as well as mass spectrometry (ESI-MS). Further analysis of the size and shape of each assembly is obtained through molecular force-field simulations. H-1 NMR titration experiments are used to establish thermodynamic binding constants and poly[2]pseudorotaxane/dibenzylammonium stoichionnetries. Factors influencing the efficiency of poly[2]pseudorotaxane formation are discussed.

  DOI：

  10.1021/ja711502t

文献信息

• Stoichiometric Control of Multiple Different Tectons in Coordination-Driven Self-Assembly: Preparation of Fused Metallacyclic Polygons
  作者：Junseong Lee、Koushik Ghosh、Peter J. Stang

  DOI：10.1021/ja903330j

  日期：2009.9.2

  We present a general strategy for the synthesis of stable, multicomponent fused polygon complexes in which coordination-driven self-assembly allows for single supramolecular species to be formed from multicomponent self-assembly and the shape of the obtained polygons can be controlled simply by changing the ratio of individual components. The compounds have been characterized by multinuclear NMR spectroscopy and electrospray ionization mass spectrometry.
• Coordination-Driven Self-Assembly of Cavity-Cored Multiple Crown Ether Derivatives and Poly[2]pseudorotaxanes
  作者：Koushik Ghosh、Hai-Bo Yang、Brian H. Northrop、Matthew M. Lyndon、Yao-Rong Zheng、David C. Muddiman、Peter J. Stang

  DOI：10.1021/ja711502t

  日期：2008.4.1

  The synthesis of a new 120 degrees diplatinum(II) acceptor unit and the self-assembly of a series of two-dimensional metallacyclic polypseudorotaxanes that utilize both metal-ligand and crown ether-dialkyl-ammonium noncovalent interactions are described. Judiciously combining complementary diplatinum(II) acceptors with bispyridyl donor building blocks, with an acceptor and/or donor possessing a pendant dibenzo[24]crown78 (DB24C8) moiety, allows for the formation of three new rhomboidal bis-DB24C8, one new hexagonal tris-DB24C8, and four new hexakis-DB24C8 metallacyclic polygons in quantitative yields. The size and shape of each assembly, as well as the location and stoichiometry of the DB24C8 macrocycle, can be precisely controlled. Each polygon is able to complex two, three, or six dibenzylammonium ions without disrupting the underlying metallacyclic polygons, thus producing eight different poly[2]pseudorotaxanes and demonstrating the utility and scope of this orthogonal self-assembly technique. The assemblies are characterized with one-dimensional multinuclear (H-1 and P-31) and two-dimensional (H-1-H-1 COSY and NOESY) NMR spectroscopy as well as mass spectrometry (ESI-MS). Further analysis of the size and shape of each assembly is obtained through molecular force-field simulations. H-1 NMR titration experiments are used to establish thermodynamic binding constants and poly[2]pseudorotaxane/dibenzylammonium stoichionnetries. Factors influencing the efficiency of poly[2]pseudorotaxane formation are discussed.