2-fluoro-4-(4-phenylethynyl)-1-[(4-acetylthio)phenylethynyl]benzene

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯硫酚酯
• 英文名称: 2-fluoro-4-(4-phenylethynyl)-1-[(4-acetylthio)phenylethynyl]benzene
• 英文别名: S-[4-[2-[2-fluoro-4-(2-phenylethynyl)phenyl]ethynyl]phenyl] ethanethioate
• 化学式: C₂₄H₁₅FOS
• 分子量: 370.447
• InChiKey: ADDJMWYPPNVWCR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  27
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  42.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-ethynyl-2-fluoro-4-(2-phenylethynyl)benzene 、 1-乙酰巯基-4-碘苯 在 bis-triphenylphosphine-palladium(II) chloride copper(l) iodide 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以55%的产率得到2-fluoro-4-(4-phenylethynyl)-1-[(4-acetylthio)phenylethynyl]benzene
  参考文献：
  名称：

  A Quasimolecular Approach to the Conductance of Molecule−Metal Junctions:  Theory and Application to Voltage-Induced Conductance Switching

  摘要：

  We present a simple methodology to study trends in conductance of molecule-metal junctions based on Density Functional Theory calculations of modified quasimolecular Green functions in a capacitor-like electric field. The approach is based on a series of assumptions about the voltage spatial profile and the molecule-surface chemisorptive coupling in metal-molecule interfaces that seem to be validated for a number of junctions. The method assumes that the voltage drops entirely at the interfaces and that the junction conductance can be approximately factorized as a product of contact and molecular contributions. The value of such severely approximate methodology rests on the fact that it is very simple to use, computationally efficient, and its results can be analyzed in terms of familiar chemical concepts such as molecular orbitals and dipole moments. We have applied this procedure to the study of a series of pi-conjugated oligomers of current interest for device fabrication. Our results correlate well with some recent experimental results, both reported in the literature and presented in this work, that show that for some molecular bridges there is a threshold voltage where there occurs a switching-like effect.

  DOI：

  10.1021/jp0491663

文献信息

• A Quasimolecular Approach to the Conductance of Molecule−Metal Junctions:  Theory and Application to Voltage-Induced Conductance Switching
  作者：Carlos Gonzalez、Yamil Simón-Manso、James Batteas、Manuel Marquez、Mark Ratner、Vladimiro Mujica

  DOI：10.1021/jp0491663

  日期：2004.12.1

  We present a simple methodology to study trends in conductance of molecule-metal junctions based on Density Functional Theory calculations of modified quasimolecular Green functions in a capacitor-like electric field. The approach is based on a series of assumptions about the voltage spatial profile and the molecule-surface chemisorptive coupling in metal-molecule interfaces that seem to be validated for a number of junctions. The method assumes that the voltage drops entirely at the interfaces and that the junction conductance can be approximately factorized as a product of contact and molecular contributions. The value of such severely approximate methodology rests on the fact that it is very simple to use, computationally efficient, and its results can be analyzed in terms of familiar chemical concepts such as molecular orbitals and dipole moments. We have applied this procedure to the study of a series of pi-conjugated oligomers of current interest for device fabrication. Our results correlate well with some recent experimental results, both reported in the literature and presented in this work, that show that for some molecular bridges there is a threshold voltage where there occurs a switching-like effect.