3-(4-[(4-iodo-2,5-di-t-butylphenyl)ethynyl]phenylthio)propionitrile | 1233009-91-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-(4-[(4-iodo-2,5-di-t-butylphenyl)ethynyl]phenylthio)propionitrile
• CAS: 1233009-91-0
• 化学式: C₂₅H₂₈INS
• 分子量: 501.475
• InChiKey: LTZSSMCFEPVGSE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.29
• 重原子数：
  28.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  23.79
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  3-(4-[(4-iodo-2,5-di-t-butylphenyl)ethynyl]phenylthio)propionitrile 、 苯乙炔 在 copper(l) iodide 、 四(三苯基膦)钯 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 16.0h， 以66%的产率得到3-(4-[(2,5-di-t-butyl-4-(phenylethynyl)phenyl)ethynyl]phenylthio)propionitrile
  参考文献：
  名称：

  Identifying Diversity in Nanoscale Electrical Break Junctions

  摘要：

  The realization of molecular-scale electronic devices will require the development of novel strategies for controlling electrical properties of metallmoleculelmetal junctions, down to the single molecule level Here, we show that it is possible to exert chemical control over the formation of metallmolecule. moleculelmetal junctions in which the molecules interact by pi-stacking The tip of an STM is used to form one contact, and the substrate the other, the molecules are conjugated oligophenyleneethynylenes (OPEs) Supramolecular pi-pi interactions allow current to flow through the junction, but not if bulky tert-butyl substituents on the phenyl rings prevent such interactions For the first time, we find evidence that pi-stacked junctions can form even for OPEs with two thiol contacts. Furthermore, we find evidence for metallmoleculelmetal junctions involving oligophenyleneethynylene monothiols, in which the second contact must be formed by the interaction of the pi-electrons of the terminal phenyl ring with the metal surface

  DOI：

  10.1021/ja103327f
• 作为产物：
  描述：

  1,4-di-tert-butyl-2,5-diiodobenzene 、 3-(4-Ethynyl-phenylsulfanyl)-propionitrile 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 4.0h， 以36%的产率得到3-(4-[(4-iodo-2,5-di-t-butylphenyl)ethynyl]phenylthio)propionitrile
  参考文献：
  名称：

  Identifying Diversity in Nanoscale Electrical Break Junctions

  摘要：

  The realization of molecular-scale electronic devices will require the development of novel strategies for controlling electrical properties of metallmoleculelmetal junctions, down to the single molecule level Here, we show that it is possible to exert chemical control over the formation of metallmolecule. moleculelmetal junctions in which the molecules interact by pi-stacking The tip of an STM is used to form one contact, and the substrate the other, the molecules are conjugated oligophenyleneethynylenes (OPEs) Supramolecular pi-pi interactions allow current to flow through the junction, but not if bulky tert-butyl substituents on the phenyl rings prevent such interactions For the first time, we find evidence that pi-stacked junctions can form even for OPEs with two thiol contacts. Furthermore, we find evidence for metallmoleculelmetal junctions involving oligophenyleneethynylene monothiols, in which the second contact must be formed by the interaction of the pi-electrons of the terminal phenyl ring with the metal surface

  DOI：

  10.1021/ja103327f