4,4'-ethynylenebis(dithiobenzoic) acid bis[2-(trimethylsilyl)ethyl] ester

• 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'-ethynylenebis(dithiobenzoic) acid bis[2-(trimethylsilyl)ethyl] ester
• 英文别名: 2-Trimethylsilylethyl 4-[2-[4-(2-trimethylsilylethylsulfanylcarbothioyl)phenyl]ethynyl]benzenecarbodithioate；2-trimethylsilylethyl 4-[2-[4-(2-trimethylsilylethylsulfanylcarbothioyl)phenyl]ethynyl]benzenecarbodithioate
• 化学式: C₂₆H₃₄S₄Si₂
• 分子量: 530.991
• InChiKey: CELMDIRJDXBNSL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.58
• 重原子数：
  32
• 可旋转键数：
  12
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  115
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4-碘苄基溴 在 copper(l) iodide 、 四(三苯基膦)钯 四丙基溴化铵 、 sodium methylate 、 sulfur 、 二异丙胺 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 64.0h， 生成 4,4'-ethynylenebis(dithiobenzoic) acid bis[2-(trimethylsilyl)ethyl] ester
  参考文献：
  名称：

  Carbodithioate-Terminated Oligo(phenyleneethynylene)s:  Synthesis and Surface Functionalization of Gold Nanoparticles

  摘要：

  Carbodithioate-terminated bis(phenylene)ethynylenes and oligo(phenyleneethynylene)s have been synthesized from TMSE-protected 4-iododithiobenzoic acid ester (1) and 4-ethynyldithiobenzoic acid ester (3) via Pd-catalyzed cross-coupling reactions. TEM and spectroscopic studies demonstrate that the reaction of 4-(phenylethynyl)dithiobenzoate with alkylamine-protected gold nanoparticles (AuNPs) produces the corresponding organocarbodithioate-functionalized AuNPs.

  DOI：

  10.1021/ol070789j

文献信息

• Carbodithioate-Terminated Oligo(phenyleneethynylene)s:  Synthesis and Surface Functionalization of Gold Nanoparticles
  作者：Tae-Hong Park、Michael J. Therien

  DOI：10.1021/ol070789j

  日期：2007.7.1

  Carbodithioate-terminated bis(phenylene)ethynylenes and oligo(phenyleneethynylene)s have been synthesized from TMSE-protected 4-iododithiobenzoic acid ester (1) and 4-ethynyldithiobenzoic acid ester (3) via Pd-catalyzed cross-coupling reactions. TEM and spectroscopic studies demonstrate that the reaction of 4-(phenylethynyl)dithiobenzoate with alkylamine-protected gold nanoparticles (AuNPs) produces the corresponding organocarbodithioate-functionalized AuNPs.