p-Phenylene-4,4'-dimethylene-2,2'-bipyridyl[38]crown-10 | 209672-84-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: p-Phenylene-4,4'-dimethylene-2,2'-bipyridyl[38]crown-10
• 英文别名: 2,5,8,11,14,27,30,33,36,39-Decaoxa-19,22-diazatetracyclo[38.2.2.116,20.121,25]hexatetraconta-1(43),16(46),17,19,21,23,25(45),40(44),41-nonaene
• CAS: 209672-84-4
• 化学式: C₃₄H₄₆N₂O₁₀
• 分子量: 642.747
• InChiKey: UZTZOXFUNPDSBS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  46
• 可旋转键数：
  0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  118
• 氢给体数：
  0
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  bis(4,4'-dimethyl-2,2'-bipyridine)dichlororuthenium(II) 、 p-Phenylene-4,4'-dimethylene-2,2'-bipyridyl[38]crown-10 以 乙醇 为溶剂， 以65%的产率得到
  参考文献：
  名称：

  Intramolecular Electron Transfer between Noncovalently Linked Donor and Acceptor in a [2]Catenane

  摘要：

  DOI：

  10.1021/ja980332s
• 作为产物：
  描述：

  2,2'-联吡啶-4,4'-二甲醇 、 1,4-bis[2-(2-(2-(2-toluene-p-sulfonylethoxy)ethoxy)ethoxy)ethoxy]benzene 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 48.0h， 以51%的产率得到p-Phenylene-4,4'-dimethylene-2,2'-bipyridyl[38]crown-10
  参考文献：
  名称：

  A Novel 2,2′-Bipyridine[2]catenane and Its Ruthenium Complex: Synthesis, Structure, and Intramolecular Electron Transfer— A Model for the Photosynthetic Reaction Center

  摘要：

  A novel [2]catenane 1 incorporating 2,2'-bipyridine and cyclobis-(paraquat-p-phenylene) (BXV4+) was synthesized by self-assembly. X-ray analysis and molecular modeling revealed the structure of the ligand 1. The complexation of 1 within a ruthenium complex afforded a catenane-type artificial photosynthesis assembly 2, in which the sensitizer (Ru2+ center) and the acceptor (BXV4+) are linked noncovalently. Molecular modeling indicated that the catenane complex 2 has two main conformers with different sensitizer-acceptor distances; its macrocyclic polyether unit is more extended than that in 1. Dynamic H-1 NMR spectroscopy and electrochemical studies confirmed the presence of different conformers. Spectroscopic investigations showed effective photoinduced electron transfer between the noncovalently linked sensitizer and acceptor in the ([2]catenane)ruthenium(II) complex 2. The electron transfer rate was estimated to be greater than or equal to 2.1 x 10(8) s(-1) in H2O. Two almost linear decay processes were observed with respective lifetimes of the charge-separated state of tau(CS1) = 242 +/- 25 ns (55 +/- 3%) and tau(CS2) = 517 +/- 44 ns (45 +/- 3%), corresponding to back electron transfer from the different conformers, with alternative positions of the viologen units, to the oxidized metal center in 2. The back electron transfer rates are remarkably slow because of the spatial separation of the photogenerated redox products and the location of the back electron transfer in the Marcus inverted region.

  DOI：

  10.1002/(sici)1521-3765(19990401)5:4<1267::aid-chem1267>3.0.co;2-t