N-[4-(5''''-Bromo-4',4'',4''',4''''-tetraisobutyl-[2,2';5',2'';5'',2''';5''',2'''']quinquethiophen-5-yl)-phenyl]-formamide | 786457-67-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 双噻吩和低聚噻吩
• 英文名称: N-[4-(5''''-Bromo-4',4'',4''',4''''-tetraisobutyl-[2,2';5',2'';5'',2''';5''',2'''']quinquethiophen-5-yl)-phenyl]-formamide
• 英文别名: N-[4-[5-[5-[5-[5-[5-bromo-4-(2-methylpropyl)thiophen-2-yl]-4-(2-methylpropyl)thiophen-2-yl]-4-(2-methylpropyl)thiophen-2-yl]-4-(2-methylpropyl)thiophen-2-yl]thiophen-2-yl]phenyl]formamide
• CAS: 786457-67-8
• 化学式: C₄₃H₄₈BrNOS₅
• 分子量: 835.094
• InChiKey: MGKFEYORXYEQOB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  15.4
• 重原子数：
  51
• 可旋转键数：
  14
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  170
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  N-[4-(5''''-Bromo-4',4'',4''',4''''-tetraisobutyl-[2,2';5',2'';5'',2''';5''',2'''']quinquethiophen-5-yl)-phenyl]-formamide 在 三氟甲磺酸酐 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 0.25h， 以38%的产率得到5-Bromo-4,3',3'',3'''-tetraisobutyl-5''''-(4-isocyano-phenyl)-[2,2';5',2'';5'',2''';5''',2'''']quinquethiophene
  参考文献：
  名称：

  Oligothiophene Isocyanides for Platinum-Based Molecular Electronic Applications

  摘要：

  Understanding molecular orientation on a metal surface is key to designing molecular electronic device junctions. Though platinum device electrodes are of particular interest as a more stable alternative to the often used gold electrodes, the chemisorption of conducting molecules onto platinum surfaces has not been thoroughly studied. We present herein the first detailed study of the ability and manner in which soluble oligothiophene isocyanides, of lengths ranging from 2 to 7 nm, chemisorb onto platinum surfaces and nanoparticles. It was found that these oligothiophene isocyanides stand at a 41 degrees angle from the platinum surface normal, suggesting their applicability in molecule-bridged platinum electrode devices.

  DOI：

  10.1021/ja045904p
• 作为产物：
  描述：

  4-formylphenyl-2-thiophene 在 N-溴代丁二酰亚胺(NBS) 、 四(三苯基膦)钯 作用下， 以 氯仿 、 甲苯 为溶剂， 反应 12.0h， 生成 N-[4-(5''''-Bromo-4',4'',4''',4''''-tetraisobutyl-[2,2';5',2'';5'',2''';5''',2'''']quinquethiophen-5-yl)-phenyl]-formamide
  参考文献：
  名称：

  Oligothiophene Isocyanides for Platinum-Based Molecular Electronic Applications

  摘要：

  Understanding molecular orientation on a metal surface is key to designing molecular electronic device junctions. Though platinum device electrodes are of particular interest as a more stable alternative to the often used gold electrodes, the chemisorption of conducting molecules onto platinum surfaces has not been thoroughly studied. We present herein the first detailed study of the ability and manner in which soluble oligothiophene isocyanides, of lengths ranging from 2 to 7 nm, chemisorb onto platinum surfaces and nanoparticles. It was found that these oligothiophene isocyanides stand at a 41 degrees angle from the platinum surface normal, suggesting their applicability in molecule-bridged platinum electrode devices.

  DOI：

  10.1021/ja045904p