2-[5-(3,5-Ditert-butylphenyl)-2-(4-trimethylsilylbuta-1,3-diynyl)phenyl]ethynyl-tri(propan-2-yl)silane | 865096-72-6

• 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: 2-[5-(3,5-Ditert-butylphenyl)-2-(4-trimethylsilylbuta-1,3-diynyl)phenyl]ethynyl-tri(propan-2-yl)silane
• CAS: 865096-72-6
• 化学式: C₃₈H₅₄Si₂
• 分子量: 567.018
• InChiKey: BIQXMSKNGOHLLQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.75
• 重原子数：
  40
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  2-[5-(3,5-Ditert-butylphenyl)-2-(4-trimethylsilylbuta-1,3-diynyl)phenyl]ethynyl-tri(propan-2-yl)silane 在 四(三苯基膦)钯 copper(l) iodide 、 氢碘酸 、 potassium carbonate 、 二异丙胺 作用下， 以 四氢呋喃 、 甲醇 、 四氯化碳 、 乙腈 为溶剂， 反应 33.75h， 生成 C₉₄H₁₂₂Si₄
  参考文献：
  名称：

  Carbon Networks Based on Dehydrobenzoannulenes. 5. Extension of Two-Dimensional Conjugation in Graphdiyne Nanoarchitectures

  摘要：

  The synthesis and optical properties of a series of multinanometer-sized substructures of the phenyl-diacetylene carbon allotrope, graphdiyne, are described. These molecules are among the largest and most complex annulenic systems yet prepared, with extension of linear conjugation in two-dimensions to over twice that of any previously reported planar macrocycle. The graphdiyne substructures are constructed through convergent syntheses, taking advantage of three key intermediates and silane-protected phenylacetylenes. Intramolecular macrocyclization of alpha,omega-polyyne precursors via Cu-niediated or Pd-catalyzed oxidative homocoupling affords five new graphdiyne "oligomers" possessing two to flour fused 1.8-membered rings. The attempted synthesis of a six-ring analogue is also reported.

  DOI：

  10.1021/jo050926v
• 作为产物：
  描述：

  3,5-二叔丁基溴苯 在 四(三苯基膦)钯 盐酸 、 tin 、 copper(l) iodide 、 叔丁基锂 、 二异丙胺 、 benzyl triethylammonium dichloroiodate 、 sodium nitrite 、 碘甲烷 作用下， 以 四氢呋喃 、 甲醇 、 乙醚 、 乙醇 、 二氯甲烷 、 水 、 乙腈 、 正戊烷 为溶剂， 反应 75.25h， 生成 2-[5-(3,5-Ditert-butylphenyl)-2-(4-trimethylsilylbuta-1,3-diynyl)phenyl]ethynyl-tri(propan-2-yl)silane
  参考文献：
  名称：

  Carbon Networks Based on Dehydrobenzoannulenes. 5. Extension of Two-Dimensional Conjugation in Graphdiyne Nanoarchitectures

  摘要：

  The synthesis and optical properties of a series of multinanometer-sized substructures of the phenyl-diacetylene carbon allotrope, graphdiyne, are described. These molecules are among the largest and most complex annulenic systems yet prepared, with extension of linear conjugation in two-dimensions to over twice that of any previously reported planar macrocycle. The graphdiyne substructures are constructed through convergent syntheses, taking advantage of three key intermediates and silane-protected phenylacetylenes. Intramolecular macrocyclization of alpha,omega-polyyne precursors via Cu-niediated or Pd-catalyzed oxidative homocoupling affords five new graphdiyne "oligomers" possessing two to flour fused 1.8-membered rings. The attempted synthesis of a six-ring analogue is also reported.

  DOI：

  10.1021/jo050926v

文献信息

• Carbon Networks Based on Dehydrobenzoannulenes. 5. Extension of Two-Dimensional Conjugation in Graphdiyne Nanoarchitectures
  作者：Jeremiah A. Marsden、Michael M. Haley

  DOI：10.1021/jo050926v

  日期：2005.12.1

  The synthesis and optical properties of a series of multinanometer-sized substructures of the phenyl-diacetylene carbon allotrope, graphdiyne, are described. These molecules are among the largest and most complex annulenic systems yet prepared, with extension of linear conjugation in two-dimensions to over twice that of any previously reported planar macrocycle. The graphdiyne substructures are constructed through convergent syntheses, taking advantage of three key intermediates and silane-protected phenylacetylenes. Intramolecular macrocyclization of alpha,omega-polyyne precursors via Cu-niediated or Pd-catalyzed oxidative homocoupling affords five new graphdiyne "oligomers" possessing two to flour fused 1.8-membered rings. The attempted synthesis of a six-ring analogue is also reported.