4'-(4-(3,4,3',4'-diethylenedioxy-2,5'-bithiophen-5-yl)phenyl)-2,2':6',2''-terpyridine | 1421943-98-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 4'-(4-(3,4,3',4'-diethylenedioxy-2,5'-bithiophen-5-yl)phenyl)-2,2':6',2''-terpyridine
• CAS: 1421943-98-7
• 化学式: C₃₃H₂₃N₃O₄S₂
• 分子量: 589.695
• InChiKey: PROJFOZMDAYFGR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.87
• 重原子数：
  42.0
• 可旋转键数：
  5.0
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  75.59
• 氢给体数：
  0.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  cobalt(II) chloride hexahydrate 、 4'-(4-(3,4,3',4'-diethylenedioxy-2,5'-bithiophen-5-yl)phenyl)-2,2':6',2''-terpyridine 在 ammonium hexafluorophosphate 作用下， 以 乙腈 为溶剂， 反应 0.5h， 以55%的产率得到bis-[4'-(4-(3,4,3',4'-diethylenedioxy-2,5'-bithiophen-5-yl)phenyl)-2,2':6',2''-terpyridine]cobalt(II) bis-hexafluorophosphate
  参考文献：
  名称：

  Synthesis of π-Conjugated 2,2:6′,2″-Terpyridine-Substituted Oligomers Based on 3,4-Ethylenedioxythiophene

  摘要：

  Dissymmetric pi-conjugated monomers and oligomers incorporating 3,4-ethylenedioxythiophene (EDOT) units and bearing terpyridine end groups were synthesized in good yields through Vilsmeyer-Haak formylation followed by a reaction with 2-acetylpyridine in basic media or, for the longest oligomers, direct C H bond arylation. They have a low HOMO-UMO gap and are easily oxidized at low potentials. Upon complexation with cobalt(II) and iron(II) they yield new hybrid materials that can be used in various applications ranging from photovoltaics to spintronics.

  DOI：

  10.1021/ol303512f
• 作为产物：
  描述：

  4'-(4-溴苯基)-α,α',α''-三吡啶 、 2,3-二氢-5-(2,3-二氢噻吩并[3,4-B][1,4]二英-5-基)噻吩并[3,4-B][1,4]二英 在 potassium acetate 、 palladium diacetate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以70%的产率得到4'-(4-(3,4,3',4'-diethylenedioxy-2,5'-bithiophen-5-yl)phenyl)-2,2':6',2''-terpyridine
  参考文献：
  名称：

  Synthesis of π-Conjugated 2,2:6′,2″-Terpyridine-Substituted Oligomers Based on 3,4-Ethylenedioxythiophene

  摘要：

  Dissymmetric pi-conjugated monomers and oligomers incorporating 3,4-ethylenedioxythiophene (EDOT) units and bearing terpyridine end groups were synthesized in good yields through Vilsmeyer-Haak formylation followed by a reaction with 2-acetylpyridine in basic media or, for the longest oligomers, direct C H bond arylation. They have a low HOMO-UMO gap and are easily oxidized at low potentials. Upon complexation with cobalt(II) and iron(II) they yield new hybrid materials that can be used in various applications ranging from photovoltaics to spintronics.

  DOI：

  10.1021/ol303512f