4,4''-di-tert-butyl-4'-(5-ethynylthiophen-2-yl)-2,2':6',2''-terpyridine | 1616974-92-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 4,4''-di-tert-butyl-4'-(5-ethynylthiophen-2-yl)-2,2':6',2''-terpyridine
• CAS: 1616974-92-5
• 化学式: C₂₉H₂₉N₃S
• 分子量: 451.635
• InChiKey: FVJBZFKUSQAEMB-UHFFFAOYSA-N

物化性质

• 沸点：
  588.4±50.0 °C(predicted)
• 密度：
  1.17±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.51
• 重原子数：
  33.0
• 可旋转键数：
  3.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  38.67
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  4,4''-di-tert-butyl-4'-(5-ethynylthiophen-2-yl)-2,2':6',2''-terpyridine 、 1,3,5-tri(4-iodophenyl)adamantane 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 48.0h， 以55%的产率得到4-[5-[2-[4-[3,5-Bis[4-[2-[5-[2,6-bis(4-tert-butylpyridin-2-yl)pyridin-4-yl]thiophen-2-yl]ethynyl]phenyl]-1-adamantyl]phenyl]ethynyl]thiophen-2-yl]-2,6-bis(4-tert-butylpyridin-2-yl)pyridine
  参考文献：
  名称：

  From Trigonal Bipyramidal to Platonic Solids: Self-Assembly and Self-Sorting Study of Terpyridine-Based 3D Architectures

  摘要：

  Using a series of tritopic 2,2':6',2 ''-terpyridine (tpy) ligands constructed on adamantane, three discrete 3D metallo-supra-molecular architectures were assembled, i.e., trigonal bipyramidal, tetrahedron, and cube. The self-assembly used tritopic ligands as corner directing units and metal ions as glue units at the edge. The angles of the linkers between adamantane and tpy head play a critical role in guiding the assembled structures, which have the general formula of M3nL2n, where M denotes metal ion and L denotes ligand. All complexes were fully characterized by H-1, C-13 NMR, diffusion-ordered NMR spectroscopy, ESI-MS, and traveling-wave ion mobility-mass spectrometry. The binary mixtures of LA and LC or LB and LC underwent a self-sorting process that led to the self-assembly of discrete 3D structures. The self-sorting behavior is solely based on the angles precoded within the arm of tritopic ligands. Moreover, kinetic study of preassembled cube and tetrahedron demonstrated a slow ligand exchange process toward a statistical mixture of hetero tetrahedrons with LA and LB.

  DOI：

  10.1021/ja505414x
• 作为产物：
  描述：

  4-叔丁基吡啶 在 ammonium peroxydisulfate 、 硫酸 、 silver nitrate 、 sodium hydroxide 作用下， 以 乙醇 、 二氯甲烷 、 水 为溶剂， 反应 21.0h， 生成 4,4''-di-tert-butyl-4'-(5-ethynylthiophen-2-yl)-2,2':6',2''-terpyridine
  参考文献：
  名称：

  From Trigonal Bipyramidal to Platonic Solids: Self-Assembly and Self-Sorting Study of Terpyridine-Based 3D Architectures

  摘要：

  Using a series of tritopic 2,2':6',2 ''-terpyridine (tpy) ligands constructed on adamantane, three discrete 3D metallo-supra-molecular architectures were assembled, i.e., trigonal bipyramidal, tetrahedron, and cube. The self-assembly used tritopic ligands as corner directing units and metal ions as glue units at the edge. The angles of the linkers between adamantane and tpy head play a critical role in guiding the assembled structures, which have the general formula of M3nL2n, where M denotes metal ion and L denotes ligand. All complexes were fully characterized by H-1, C-13 NMR, diffusion-ordered NMR spectroscopy, ESI-MS, and traveling-wave ion mobility-mass spectrometry. The binary mixtures of LA and LC or LB and LC underwent a self-sorting process that led to the self-assembly of discrete 3D structures. The self-sorting behavior is solely based on the angles precoded within the arm of tritopic ligands. Moreover, kinetic study of preassembled cube and tetrahedron demonstrated a slow ligand exchange process toward a statistical mixture of hetero tetrahedrons with LA and LB.

  DOI：

  10.1021/ja505414x