Zn(N4C20H8(C6H3Me2)2-2,9-diphenyl-1,10-phenanthroline)(2-phenyl-1H-imidazole) | 561297-55-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: Zn(N4C20H8(C6H3Me2)2-2,9-diphenyl-1,10-phenanthroline)(2-phenyl-1H-imidazole)
• CAS: 561297-55-0
• 化学式: C₈₁H₅₆N₈Zn
• 分子量: 1206.78
• InChiKey: KODHIJCQXJEJSF-CUFSIEFRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
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• 重原子数：
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• 可旋转键数：
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• 环数：
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• sp3杂化的碳原子比例：
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• 拓扑面积：
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• 氢给体数：
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• 氢受体数：
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反应信息

• 作为产物：
  描述：

  2-苯基咪唑 、 以 二氯甲烷 为溶剂， 生成 Zn(N4C20H8(C6H3Me2)2-2,9-diphenyl-1,10-phenanthroline)(2-phenyl-1H-imidazole)
  参考文献：
  名称：

  Induced Fit Process in the Selective Distal Binding of Imidazoles in Zinc(II) Porphyrin Receptors

  摘要：

  The respective affinities of various imidazole derivatives, imidazole (ImH), 2-methylimidazole (2-MelmH), 2-phenylimidazole (2-PhImH), N-methylimidazole (N-Melm), 2-methylbenzimidazole (2-MeBzlmH), and 4,5-dimethylbenzimidazole (4,5-Me(2)BzlmH), for two phenanthroline (Phen) strapped zinc(II) porphyrin receptors porphen-Zn 1-Zn and 2-Zn have been studied. The formation of a supplementary H-bond considerably enhances the affinity of the zinc(II)-porphen receptor for imidazoles unsubstituted on the pyrrolic nitrogen (ImH) versus N-substituted imidazoles such as N-Melm. The ImHssubset ofporphen-Zn complexes are formed with association constants up to 4 orders of magnitude superior to those measured either for N-Melm as substrate or TPP-Zn as receptor. Distal or proximal binding of the substrates was determined by H-1 NMR measurements and titration. In two cases, the very high stability of the inclusion complex enabled the use of 2D NMR techniques. Excellent correlation between solution and solid-state structures has been obtained. A total of six X-ray structures are detailed in this article showing that the evolution of the shape of the zinc(II) receptor is mostly dependent on the steric constraints induced by the substitution on the imidazole. Hindered guests also progressively induce considerable mobility restrictions and severe distortions on the receptor, especially in the case of 2-MeBzlmH and 2-PhImH.

  DOI：

  10.1021/ic0341643

文献信息

• Molecular Tools for the Self-Assembly of Bisporphyrin Photodyads: A Comprehensive Physicochemical and Photophysical Study
  作者：Jérémy Brandel、Ali Trabolsi、Hassan Traboulsi、Frédéric Melin、Matthieu Koepf、Jennifer A. Wytko、Mourad Elhabiri、Jean Weiss、Anne-Marie Albrecht-Gary

  DOI：10.1021/ic802407x

  日期：2009.4.20

  Accessible and hindered phenanthroline-strapped Zn(II) porphyrin receptors exhibited suitable topography tailored to strongly and selectively bind N-1-unsubstituted imidazoles and imidazoles appended to free-base porphyrins. Distal binding was clearly driven by the formation of strong bifurcated hydrogen bonds with the phenanthroline unit of the receptors. An extensive physicochemical study emphasized the influence of bulkiness of the substrate and of the porphyrin receptor on the binding and self-assembly mechanism. Knowledge of the corresponding spectroscopic, thermodynamic, and kinetic data were of fundamental importance to elucidate and to model the photoinduced properties which occur within the self-assembled porphyrin dyads.