4,4'-di(ethynylphenyl)-2',5'-dimethoxy-1-benzenethioacetate | 359713-54-5

• 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: 4,4'-di(ethynylphenyl)-2',5'-dimethoxy-1-benzenethioacetate
• 英文别名: 4-([2,5-dimethoxy-4-(phenylethynyl)phenyl]ethynyl)thiophenol acetate；S-[4-[2-[2,5-dimethoxy-4-(2-phenylethynyl)phenyl]ethynyl]phenyl] ethanethioate
• CAS: 359713-54-5
• 化学式: C₂₆H₂₀O₃S
• 分子量: 412.509
• InChiKey: VOJMSFCSBZFCJS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  30
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  60.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4,4'-di(ethynylphenyl)-2',5'-dimethoxy-1-benzenethioacetate 在 ammonium cerium(IV) nitrate 作用下， 以 四氢呋喃 、 水 、 乙腈 为溶剂， 以74%的产率得到2-ethynylphenyl-5-((4'-thioacetyl)ethynylphenyl)benzoquinone
  参考文献：
  名称：

  Accoutrements of a molecular computer: switches, memory components and alligator clips

  摘要：

  Several second generation memory components consisting of oligo(phenylene ethynylene)s containing easily reducible functionalities consisting of either nitro or quinone cores have been synthesized for incorporation into molecular electronic devices. Additionally, two new types of contacts between organic compounds and a metal surface based on diazonium salts or pyridine have been synthesized and integrated into molecules for use in molecular electronic devices. (C) 2001 Elsevier Science Ltd. Ah rights reserved.

  DOI：

  10.1016/s0040-4020(01)00361-1
• 作为产物：
  描述：

  2-bromo-5-ethynylphenyl-1,4-dimethoxybenzene 在 bis(dibenzylideneacetone)-palladium⁽⁰⁾ copper(l) iodide 、 potassium carbonate 、 N,N-二异丙基乙胺 、 三苯基膦 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 为溶剂， 反应 96.0h， 生成 4,4'-di(ethynylphenyl)-2',5'-dimethoxy-1-benzenethioacetate
  参考文献：
  名称：

  Accoutrements of a molecular computer: switches, memory components and alligator clips

  摘要：

  Several second generation memory components consisting of oligo(phenylene ethynylene)s containing easily reducible functionalities consisting of either nitro or quinone cores have been synthesized for incorporation into molecular electronic devices. Additionally, two new types of contacts between organic compounds and a metal surface based on diazonium salts or pyridine have been synthesized and integrated into molecules for use in molecular electronic devices. (C) 2001 Elsevier Science Ltd. Ah rights reserved.

  DOI：

  10.1016/s0040-4020(01)00361-1

文献信息

• Identifying Diversity in Nanoscale Electrical Break Junctions
  作者：Santiago Martín、Iain Grace、Martin R. Bryce、Changsheng Wang、Rukkiat Jitchati、Andrei S. Batsanov、Simon J. Higgins、Colin J. Lambert、Richard J. Nichols

  DOI：10.1021/ja103327f

  日期：2010.7.7

  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