N,N'-di(4-pyridyl)-1,7-bis(3',5'-di-tert-butylphenoxy)perylene-3,4:9,10-tetracarboxylic acid bisimide

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: N,N'-di(4-pyridyl)-1,7-bis(3',5'-di-tert-butylphenoxy)perylene-3,4:9,10-tetracarboxylic acid bisimide
• 英文别名: 11,22-Bis(3,5-ditert-butylphenoxy)-7,18-dipyridin-4-yl-7,18-diazaheptacyclo[14.6.2.22,5.03,12.04,9.013,23.020,24]hexacosa-1(22),2,4,9,11,13(23),14,16(24),20,25-decaene-6,8,17,19-tetrone；11,22-bis(3,5-ditert-butylphenoxy)-7,18-dipyridin-4-yl-7,18-diazaheptacyclo[14.6.2.22,5.03,12.04,9.013,23.020,24]hexacosa-1(22),2,4,9,11,13(23),14,16(24),20,25-decaene-6,8,17,19-tetrone
• 化学式: C₆₂H₅₆N₄O₆
• 分子量: 953.15
• InChiKey: CJHXKJJLBPNEMO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  14.4
• 重原子数：
  72
• 可旋转键数：
  10
• 环数：
  11.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  119
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  4-氨基吡啶 、 1,7-(3',5'-di-t-butylphenoxy)perylene-3,4:9,10-tetracarboxyanhydride 在 zinc diacetate 作用下， 以 喹啉 为溶剂， 反应 24.0h， 以75%的产率得到N,N'-di(4-pyridyl)-1,7-bis(3',5'-di-tert-butylphenoxy)perylene-3,4:9,10-tetracarboxylic acid bisimide
  参考文献：
  名称：

  Supramolecular Bis(rutheniumphthalocyanine)−Perylenediimide Ensembles:  Simple Complexation as a Powerful Tool toward Long-Lived Radical Ion Pair States

  摘要：

  A novel supramolecular electron donor-acceptor hybrid (1) has been designed through axial coordination of a perylenebisimide moiety [BPyPDI], bearing two 4-pyridyl substituents at the imido positions, to the ruthenium(II) metal centers of two phthalocyanines [Ru(CO)Pc]. This modular protocol enables access to electron donor-acceptor hybrids with potentially great design flexibility. The new array ( 1) has been characterized by standard spectroscopic methods, and its photophysical behavior has been established by using ultrafast and fast time-resolved techniques. Photoexcitation of either chromophore leads to a product that is essentially identical for both pathways, that is, evolving from the [Ru(CO) Pc] or [BPyPDI] singlet excited state. Features of the photoproduct are new transient maxima at 530 and 725 nm, plus transient minima at 580 nm and 650 nm. Based on the radiolytically generated [BPyPDI.-](i.e., one-electron reduction of [BPyPDI]) and [Ru(CO)Pc-.+] (i.e., one-electron oxidation of [Ru(CO)Pc]) features, which in the 300 and 900 nm range remarkably resemble those noted for photoexcited 1, we attribute the photolytically generated species to the composite spectrum of the [Ru(CO)Pc.+-BPyPDI.--RuCOPc] radical ion pair state. Its lifetime, which is on the order of 115 +/- 5 ns, reveals a significant stabilization and confirms that the strongly exothermic charge recombination dynamics are placed deeply in the inverted region of the Marcus parabola.

  DOI：

  10.1021/ja0622195

文献信息

• Supramolecular Bis(rutheniumphthalocyanine)−Perylenediimide Ensembles:  Simple Complexation as a Powerful Tool toward Long-Lived Radical Ion Pair States
  作者：M. Salomé Rodríguez-Morgade、Tomás Torres、Carmen Atienza-Castellanos、Dirk M. Guldi

  DOI：10.1021/ja0622195

  日期：2006.11.1

  A novel supramolecular electron donor-acceptor hybrid (1) has been designed through axial coordination of a perylenebisimide moiety [BPyPDI], bearing two 4-pyridyl substituents at the imido positions, to the ruthenium(II) metal centers of two phthalocyanines [Ru(CO)Pc]. This modular protocol enables access to electron donor-acceptor hybrids with potentially great design flexibility. The new array ( 1) has been characterized by standard spectroscopic methods, and its photophysical behavior has been established by using ultrafast and fast time-resolved techniques. Photoexcitation of either chromophore leads to a product that is essentially identical for both pathways, that is, evolving from the [Ru(CO) Pc] or [BPyPDI] singlet excited state. Features of the photoproduct are new transient maxima at 530 and 725 nm, plus transient minima at 580 nm and 650 nm. Based on the radiolytically generated [BPyPDI.-](i.e., one-electron reduction of [BPyPDI]) and [Ru(CO)Pc-.+] (i.e., one-electron oxidation of [Ru(CO)Pc]) features, which in the 300 and 900 nm range remarkably resemble those noted for photoexcited 1, we attribute the photolytically generated species to the composite spectrum of the [Ru(CO)Pc.+-BPyPDI.--RuCOPc] radical ion pair state. Its lifetime, which is on the order of 115 +/- 5 ns, reveals a significant stabilization and confirms that the strongly exothermic charge recombination dynamics are placed deeply in the inverted region of the Marcus parabola.