[3-(3-Iodo-phenylethynyl)-phenylethynyl]-trimethyl-silane | 470475-54-8

• 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-(3-Iodo-phenylethynyl)-phenylethynyl]-trimethyl-silane
• CAS: 470475-54-8
• 化学式: C₁₉H₁₇ISi
• 分子量: 400.334
• InChiKey: ZOMSVXLJGXDRDQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.92
• 重原子数：
  21.0
• 可旋转键数：
  0.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为反应物：
  描述：

  [3-(3-Iodo-phenylethynyl)-phenylethynyl]-trimethyl-silane 在 copper(l) iodide 、 四(三苯基膦)钯 、 potassium carbonate 、 二异丙胺 作用下， 以 四氢呋喃 、 甲醇 、 甲苯 为溶剂， 反应 24.0h， 生成 2,2'-bis-[3-(3-ethynyl-phenylethynyl)-phenylethynyl]-[1,1']binaphthalenyl
  参考文献：
  名称：

  Sulfoximine Version of Double Elimination Protocol for Synthesis of Chiral Acetylenic Cyclophanes

  摘要：

  A new strategy for constructing enantiopure acetylenic cyclophanes is described on the basis of one-pot double elimination reaction starting from dialdehydes and bis(sulfoximine)s. In this case, the conventional sulfone protocol affords poorer yields of the desired cyclophanes. Thus, arylene-ethynylene moieties with terminal sulfoximine or formyl functions are linked to binaphthyl cores and these building blocks are then subjected to double elimination reaction. The desired macrocycles are obtained in up to 35% yield. The corresponding Sonogashira coupling fails to afford cyclophanes indicative of effectiveness of the double elimination methodology.

  DOI：

  10.1002/1521-3765(20020503)8:9<2005::aid-chem2005>3.0.co;2-i
• 作为产物：
  描述：

  3,3-diethyl-1-(3-ethynylphenyl)triaz-1-ene 在 copper(l) iodide 、 四(三苯基膦)钯 、 二异丙胺 作用下， 以 甲苯 为溶剂， 反应 17.0h， 生成 [3-(3-Iodo-phenylethynyl)-phenylethynyl]-trimethyl-silane
  参考文献：
  名称：

  Sulfoximine Version of Double Elimination Protocol for Synthesis of Chiral Acetylenic Cyclophanes

  摘要：

  A new strategy for constructing enantiopure acetylenic cyclophanes is described on the basis of one-pot double elimination reaction starting from dialdehydes and bis(sulfoximine)s. In this case, the conventional sulfone protocol affords poorer yields of the desired cyclophanes. Thus, arylene-ethynylene moieties with terminal sulfoximine or formyl functions are linked to binaphthyl cores and these building blocks are then subjected to double elimination reaction. The desired macrocycles are obtained in up to 35% yield. The corresponding Sonogashira coupling fails to afford cyclophanes indicative of effectiveness of the double elimination methodology.

  DOI：

  10.1002/1521-3765(20020503)8:9<2005::aid-chem2005>3.0.co;2-i

文献信息

• Photophysical behaviour of BODIPY-phenylacetylene macrocyclic dyads for light-harvesting applications
  作者：Muhammad Yousaf、Ximena Zarate、Eduardo Schott、Alan J. Lough、Bryan D. Koivisto

  DOI：10.1039/c8ra03384f

  日期：——

  The synthesis and study of a family of BODIPY-phenylacetylene macrocycles where donor groups have been added to the macrocycle in order to tune the physicochemical properties and absorption profile is reported.

  报道了一系列BODIPY-苯乙炔大环化合物的合成和研究，其中向大环中添加给体基团以调节其物理化学性质和吸收谱。