| 198889-69-9

• 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
• CAS: 198889-69-9
• 化学式: C₅₆H₃₂N₆Zn
• 分子量: 854.3
• InChiKey: NFQFNKCLJWTQJE-RMGYRZPZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
  None
• 可旋转键数：
  None
• 环数：
  None
• sp3杂化的碳原子比例：
  None
• 拓扑面积：
  None
• 氢给体数：
  None
• 氢受体数：
  None

反应信息

• 作为反应物：
  描述：

  在 N-溴代丁二酰亚胺(NBS) 作用下， 以 氯仿 为溶剂， 反应 0.33h， 以56%的产率得到
  参考文献：
  名称：

  Coordination controlled atropoisomerism in phenanthroline-strapped porphyrins: A swinging affair

  摘要：

  我们设计了一种菲罗啉链卟啉，其两个吡啶侧臂连接在相对的中位上，作为一种潜在的细胞色素 c 氧化酶模型，并制备了其锌和铜（I）-锌配合物。变温核磁共振研究表明，在锌卟啉配合物中，吡啶侧臂与带状卟啉开放面上的锌原子的配位发生了快速交换。由于交换迅速，在锌络合物中只观察到 β2 异构体。当 Cu I 与菲罗啉带结合时，这种摆动运动不再发生。在这种 Cu I / Zn II 复合物中，αβ 异构体占主导地位，一个吡啶在近端与锌原子配位，另一个吡啶在远端与铜结合。这项研究表明，异构可以有效地控制作为血红素蛋白模型的菲罗啉带卟啉中的异构体。

  DOI：

  10.1142/s108842461450059x

文献信息

• CuAAC in a Distal Pocket: Metal Active-Template Synthesis of Strapped-Porphyrin [2]Rotaxanes
  作者：Yuta Miyazaki、Christophe Kahlfuss、Ayumu Ogawa、Takashi Matsumoto、Jennifer A. Wytko、Koji Oohora、Takashi Hayashi、Jean Weiss

  DOI：10.1002/chem.201702553

  日期：2017.10.4

  The synthesis of a porphyrin rotaxane by dipolar cycloaddition takes advantage of the ditopic character of a phenanthroline‐strapped porphyrin. The success of the click reaction was conditioned by the presence of both a coordinatively unsaturated metal in the porphyrin and a copper(I) bound to the phenanthroline, pointing at a new “tandem active metal template” mechanism.

  通过偶极环加成反应合成卟啉轮烷的方法是利用菲咯啉缠结的卟啉的对位特征。点击反应的成功取决于卟啉中存在配位不饱和金属和结合到菲咯啉上的铜（I），这是一种新的“串联活性金属模板”机理。
• Induced Fit Process in the Selective Distal Binding of Imidazoles in Zinc(II) Porphyrin Receptors
  作者：Dharam Paul、Frédéric Melin、Caroline Hirtz、Jennifer Wytko、Philippe Ochsenbein、Michel Bonin、Kurt Schenk、Patrick Maltese、Jean Weiss

  DOI：10.1021/ic0341643

  日期：2003.6.1

  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.
• Recognition of Imidazoles by Strapped Zinc(II) Porphyrin Receptors:  Insight into the Induced-Fit Mechanism
  作者：Jeremy Brandel、Ali Trabolsi、Frédéric Melin、Mourad Elhabiri、Jean Weiss、Anne-Marie Albrecht-Gary

  DOI：10.1021/ic701590x

  日期：2007.11.1

  Imidazole-porphyrin coordination has become an important tool in the design of self-assembled materials. A combination of spectrophotometric and stopped-flow techniques has been used to gain insight into the control of imidazole binding in the distal pocket of phenanthroline-strapped porphyrins. The binding studies of a variety of imidazole substrates in combination with both hindered and accessible receptors have permitted the determination of the thermodynamic and kinetic parameters associated with the imidazole binding.
• 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.
• Froidevaux, J.; Ochsenbein, P.; Bonin, M., Journal of the American Chemical Society, 1997, vol. 119, p. 12362 - 12363
  作者：Froidevaux, J.、Ochsenbein, P.、Bonin, M.、Schenk, K.、Maltese, P.、et al.

  DOI：——

  日期：——