2-[4-[2-[2,5-Dihexyl-4-[2-[4-(oxan-2-yloxy)phenyl]ethynyl]phenyl]ethynyl]phenoxy]oxane | 312624-86-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-[4-[2-[2,5-Dihexyl-4-[2-[4-(oxan-2-yloxy)phenyl]ethynyl]phenyl]ethynyl]phenoxy]oxane
• CAS: 312624-86-5
• 化学式: C₄₄H₅₄O₄
• 分子量: 646.91
• InChiKey: HWVMKTIDXXXAHM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.6
• 重原子数：
  48
• 可旋转键数：
  18
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-[4-[2-[2,5-Dihexyl-4-[2-[4-(oxan-2-yloxy)phenyl]ethynyl]phenyl]ethynyl]phenoxy]oxane 在 对甲苯磺酸 作用下， 以 吡啶 、 甲醇 为溶剂， 反应 4.0h， 以85%的产率得到4-[2-[2,5-Dihexyl-4-[2-(4-hydroxyphenyl)ethynyl]phenyl]ethynyl]phenol
  参考文献：
  名称：

  EPR Probes with Well-Defined, Long Distances between Two or Three Unpaired Electrons

  摘要：

  The synthesis of rod- and star-shaped compounds carrying two or three spin labels as end groups is described. The unpaired electrons are 2.8-5.1 nm apart from each other. The shape-persistent scaffolds were obtained through Pd-Cu-catalyzed alkynyl-aryl coupling and Pd-Cu-catalyzed alkyne dimerization in the presence of oxygen using p-phenyleneethynylene as the basic shape-persistent building block. The spin label 1-oxyl-2,2,5,5-tetramethylpyrroline-3-carboxylic acid (4) was attached through esterification of the terminal phenolic OH groups of the scaffold.

  DOI：

  10.1021/jo005556j
• 作为产物：
  描述：

  [4-(tetrahydropyran-2-yloxy)phenyl]ethyne 、 1,4-dihexyl-2,5-diiodobenzene 在 bis-triphenylphosphine-palladium(II) chloride copper(l) iodide 、 二乙胺 作用下， 以74%的产率得到2-[4-[2-[2,5-Dihexyl-4-[2-[4-(oxan-2-yloxy)phenyl]ethynyl]phenyl]ethynyl]phenoxy]oxane
  参考文献：
  名称：

  EPR Probes with Well-Defined, Long Distances between Two or Three Unpaired Electrons

  摘要：

  The synthesis of rod- and star-shaped compounds carrying two or three spin labels as end groups is described. The unpaired electrons are 2.8-5.1 nm apart from each other. The shape-persistent scaffolds were obtained through Pd-Cu-catalyzed alkynyl-aryl coupling and Pd-Cu-catalyzed alkyne dimerization in the presence of oxygen using p-phenyleneethynylene as the basic shape-persistent building block. The spin label 1-oxyl-2,2,5,5-tetramethylpyrroline-3-carboxylic acid (4) was attached through esterification of the terminal phenolic OH groups of the scaffold.

  DOI：

  10.1021/jo005556j

文献信息

• How Flexible Are Poly(para-phenyleneethynylene)s?
  作者：Adelheid Godt、Miriam Schulte、Herbert Zimmermann、Gunnar Jeschke

  DOI：10.1002/anie.200602807

  日期：2006.11.20
• EPR Probes with Well-Defined, Long Distances between Two or Three Unpaired Electrons
  作者：Adelheid Godt、Corinna Franzen、Stephan Veit、Volker Enkelmann、Matthias Pannier、Gunnar Jeschke

  DOI：10.1021/jo005556j

  日期：2000.11.1

  The synthesis of rod- and star-shaped compounds carrying two or three spin labels as end groups is described. The unpaired electrons are 2.8-5.1 nm apart from each other. The shape-persistent scaffolds were obtained through Pd-Cu-catalyzed alkynyl-aryl coupling and Pd-Cu-catalyzed alkyne dimerization in the presence of oxygen using p-phenyleneethynylene as the basic shape-persistent building block. The spin label 1-oxyl-2,2,5,5-tetramethylpyrroline-3-carboxylic acid (4) was attached through esterification of the terminal phenolic OH groups of the scaffold.