6-<8-((4-methoxyphenyl)oxy)-3,6-dioxaoctyl-1-oxy>-3-chloropyridazine | 178484-18-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 6-<8-((4-methoxyphenyl)oxy)-3,6-dioxaoctyl-1-oxy>-3-chloropyridazine
• CAS: 178484-18-9
• 化学式: C₁₇H₂₁ClN₂O₅
• 分子量: 368.817
• InChiKey: YOKMEVJIUMCHCL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.63
• 重原子数：
  25.0
• 可旋转键数：
  12.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  71.93
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  6-<8-((4-methoxyphenyl)oxy)-3,6-dioxaoctyl-1-oxy>-3-chloropyridazine 在 Ni(TPP)4 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 以53%的产率得到6,6'-Bis-(2-{2-[2-(4-methoxy-phenoxy)-ethoxy]-ethoxy}-ethoxy)-[3,3']bipyridazinyl
  参考文献：
  名称：

  Preparation of New Octopus Shaped Homoleptic and Heteroleptic Ruthenium(II)-Bisdiazine Complexes

  摘要：

  报告了含有聚乙二醇链的RuL3（1）、RuL2L'（2）和Ru(pod)（3）配合物的制备方法。通过4-氧基茴香基或亲水性羟基对这些配合物进行进一步功能化。这些新型配合物可能与单双二甲基紫精等合适受体在超分子组装体中相互作用，形成模拟光合作用的生物仿生模型。

  DOI：

  10.1055/s-1996-4255
• 作为产物：
  描述：

  3,6-二氯哒嗪 、 mono(4-methoxyphenyl)triethyleneglycol 在 sodium hydride 作用下， 以 甲苯 为溶剂， 反应 3.0h， 以51%的产率得到6-<8-((4-methoxyphenyl)oxy)-3,6-dioxaoctyl-1-oxy>-3-chloropyridazine
  参考文献：
  名称：

  Preparation of New Octopus Shaped Homoleptic and Heteroleptic Ruthenium(II)-Bisdiazine Complexes

  摘要：

  报告了含有聚乙二醇链的RuL3（1）、RuL2L'（2）和Ru(pod)（3）配合物的制备方法。通过4-氧基茴香基或亲水性羟基对这些配合物进行进一步功能化。这些新型配合物可能与单双二甲基紫精等合适受体在超分子组装体中相互作用，形成模拟光合作用的生物仿生模型。

  DOI：

  10.1055/s-1996-4255

文献信息

• Photoinduced Electron Transfer in Supramolecular Assemblies Composed of Alkoxyanisyl-Tethered Ruthenium(II)−Tris(bipyridazine) Complexes and a Bipyridinium Cyclophane Electron Acceptor
  作者：Marlene Kropf、Ernesto Joselevich、Heinz Dürr、Itamar Willner

  DOI：10.1021/ja952070p

  日期：1996.1.1

  Photoinduced electron transfer in photosystems consisting of bis(6,6'-dimethoxy-3,3'-bipyridazine)(6,6'-bis [8-((4-methoxyphenyl)oxy)-3,6-dioxaoctyl-1-oxy]-3,3'-bipyridazine)ruthenium(II) dichloride (1), tris(6,6'-bis[8-((4-methoxyphenyl)oxy)-3,6-dioxaoctyl- 1-oxy]-3,3'-bipyridazine)ruthenium(II) dichloride (2a), tris(6,6'-bis[11-(4-methoxyphenyl)-3 ,6,9-trioxa-undecyl-1-oxy]-3,3'-bipyridazine)ruthenium(II) dichloride (2b), and tris(6-(8-hydroxy-3,6-dioxa-octane-1 -oxy)-6'-[8-((4-methoxyphenyl)oxy)-3,6-dioxaoctyl-1-oxy]-3,3'-bipyridazine)-1,3,5-benzenetricarboxylate-ruthenium(II) dichloride (3), with bis(N,N'-p-xylylene-4,4'-bipyridinium) (BXV(4+), 4) were examined. The series of photosensitizers include alkoxyanisyl donor components tethered to the photosensitizer sites, capable of generating donor-acceptor supramolecular complexes with BXV(4+) (4). Detailed analyses of the steady-state and time-resolved electron transfer quenching reveal a rapid intramolecular electron transfer quenching, k(sq), within the supramolecular assemblies formed between the photosensitizers and BXV(4+) (4) and a diffusional quenching, k(dq), Of the free photosensitizers by BXV(4+) (4). A comprehensive model that describes the electron transfer in the different photosystems and assumes the formation of supramolecular assemblies of variable stoichiomehries, SA(n), is formulated. Analysis of the experimental results according to the formulated model indicates that supramolecular complexes between 1-3 and BXV(4+) of variable stoichiometries exist in the different photosystems. Maximal supramolecular stoichiometries between 1, 2a and 3, and BXV(4+) (4), corresponding to N = 2, 6, and 3, respectively, contribute to the electron transfer quenching paths. The derived association constants of BXV(2+) to a single binding site in the photosensitizers 1, 2a, 2b, and 3 are 240, 100, 100, and 140 M(-1), respectively. The back electron transfer of the photogenerated redox products was followed in the different photosystems. Back electron transfer proceeds via two routes that include the intramolecular recombination, k(sr), within the supramolecular diads and diffusional recombination, k(dr), of free redox photoproducts. Detailed analysis of the back electron transfer in the different photosystems revealed that the non-covalently linked supramolecular assemblies, SA(n), act as static diads where electron-transfer quenching and recombination occurs in intact supramolecular structures despite the dynamic nature of the systems; The lifetime of the redox photoproducts Ru3+-BXV(. 3+) in the various systems is relatively long as compared to diad assemblies (0.56- 1.20 mu s). This originates from electrostatic repulsive interactions of the photoproducts within the supramolecular assemblies resulting in stretched conformations of the diads and spatial separation of the redox products.