4-(5-bromopentyl)-4'-methyl-2,2'-bipyridine | 122397-43-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 4-(5-bromopentyl)-4'-methyl-2,2'-bipyridine
• 英文别名: 4-(5 bromopentyl)-4'-methyl-2,2'-dipyridyl；2-[4-(5-bromopentyl)pyridin-2-yl]-4-methylpyridine
• CAS: 122397-43-7
• 化学式: C₁₆H₁₉BrN₂
• 分子量: 319.244
• InChiKey: JFDYBQOMHCCYCK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.56
• 重原子数：
  19.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  25.78
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  4-(5-bromopentyl)-4'-methyl-2,2'-bipyridine 在 sodium azide 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 以90%的产率得到4-(5-azidopentyl)-4'-methyl-2,2'-bipyridine
  参考文献：
  名称：

  通过钌（II）-钴（III）双金属配合物的光诱导电子转移抑制光活化蛋白质

  摘要：

  我们描述了一种启动生物惰性 Co(III) 席夫碱 (Co(III)-sb) 复合物的蛋白质抑制作用的光激活机制。光诱导电子转移 (PET) 从 Ru(II) 双吡啶复合物发生到共价连接的 Co(III) 复合物，并通过在数十纳秒内发生的构象变化进行门控。PET 对 Co(III)-sb 的还原引发了惰性轴向咪唑配体的置换，促进了与 α-凝血酶的活性位点组氨酸的配位。在暴露于 455 nm 光后，与 4-甲基咪唑（一种组氨酸模拟物）的配体交换速率增加了大约 5 倍，如核磁共振光谱所观察到的。类似地，α-凝血酶抑制率在辐照后增加了 5 倍以上。

  DOI：

  10.1021/jacs.5b00342
• 作为产物：
  描述：

  1,4-二溴丁烷 、 4,4'-二甲基-2,2'-联吡啶 在 lithium diisopropyl amide 作用下， 生成 4-(5-bromopentyl)-4'-methyl-2,2'-bipyridine
  参考文献：
  名称：

  钌三联吡啶-紫精供体-受体分子的电子转移反应：正常和马库斯反转区域电子转移速率的距离依赖性比较

  摘要：

  一系列供体-受体分子（2,2[prime]-联吡啶）[sub 2]Ru(4-CH[sub 3]-2,2[prime) 中光致正向和热反向电子转移 (ET) 的速率]-bipyridine-4[prime]) (CH[sub 2])[sub n](4,4[prime]-bipyridinium-CH[sub 3])[sup 4+] (n = 1-5,7, 8) 通过闪光光解/瞬态吸收技术研究。乙腈中分子内正向 ET（MLCT 猝灭）的速率随间隔链中碳原子数呈指数变化，最高为 n = 5，并且对于 n = 5、7、8 大致恒定，与主要[开放引号]一致短链通过键[闭引号]电子转移途径，长链通过溶剂[闭引号]途径[开引号]。β-环糊精分子对间隔链的包封减缓了前向 ET 的速率，n=7、8、与[开放引号]通过债券[开放引号] ET 途径一致。发生在 Marcus 倒置区域的反向 ET 速率也随 n 呈指数变化，但比正向

  DOI：

  10.1021/ja00090a026

文献信息

• New catalytic systems with chemically fixed nickel complexes in the reactions of reductive activation of C-F bonds in ionic liquid media
  作者：S.A. Prikhod'ko、A Yu. Shabalin、N Yu Adonin

  DOI：10.1016/j.jorganchem.2021.121995

  日期：2021.10

  the example of the reaction of selective hydrodefluorination of hexafluorobenzene to pentafluorobenzene, it was shown that the catalytic systems ionic liquid - water - covalently bound nickel complex based on the obtained compounds are much more efficient with repeated use in comparison with unfixed nickel complexes. The decisive influence of the cationic fragment of the ionic liquid on the possibility

  首次获得了与烷基咪唑鎓阳离子共价结合的双齿含氮配体的镍配合物。以六氟苯选择性加氢脱氟为五氟苯的反应为例，表明与未固定的镍配合物相比，基于所得化合物的离子液体-水-共价键合镍配合物的催化体系在重复使用时效率更高。离子液体的阳离子片段对镍配合物多次使用的可能性的决定性影响已经确定。
• Synthesis of a binuclear copper(II) water-soluble porphyrinic complex Cu2(tMPyP)(BiPy)
  作者：L. Salmon、J-B. Verlhac、C. Bied-Charreton、C. Verchè-Béaur、A. Gaudemer、R.F. Pasternack

  DOI：10.1016/0040-4039(90)87023-s

  日期：1990.1

  Synthesis of a binuclear copper(II) water-soluble porphyrinic complex, a potential restriction enzyme model, is described and preliminary data on its interactions with DNA are presented.

  描述了双核铜（II）水溶性卟啉配合物的合成，一种潜在的限制性酶模型，并提供了其与DNA相互作用的初步数据。
• Synthesis of photosensitizer pairs containing Ru(bpy)3 2+ and an electron acceptor (viologen) linked by a hydrocarbon chain
  作者：V. �. Maier、V. Ya. Shafirovich

  DOI：10.1007/bf00958062

  日期：1989.3
• Charge Separation in Donor-Chromophore-Acceptor Assemblies: Linkage and Driving Force Dependence of Photoinduced Electron Transfers
  作者：S. L. Larson、C. Michael Elliott、D. F. Kelley

  DOI：10.1021/j100017a038

  日期：1995.4

  A series of covalently linked Ru(bipyridine)(3)-donor-acceptor complexes was prepared where the donor-to-chromophore and acceptor-to-chromophore methylene chain lengths were varied. Time-resolved absorption studies were performed to elucidate intramolecular electron transfer rates. The electron donor in the above series is a phenothiazine moiety Linked to a bipyridine by a (-CH2-)(p), p = 3-8 chain, and the electron acceptor is an N,N'-diquaternary-2,2'-bipyridinium moiety Linked to a bipyridine by a (-CH2-)(m), m = 2, 3, 4 chain. Oxidative quenching of the Ru(bipyridine)(3) metal-to-ligand charge transfer (MLCT) state followed by phenothiazine-to-ruthenium electron transfer resulted in a long-lived charge-separated state. A wavelength-dependent excitation resulted in a slowly decaying absorption which is assigned to the excited-state phenothiazine. The magnitude of this component in the transient absorption serves as an internal standard for determining relative quantum yield for formation of the charge-separated state. Marcus inverted region behavior was observed in back electron transfer. Rate constants for electron transfer from phenothiazine to Ru(III) decreased as the length of the bridging chain increased from p = 4 to 8. Chain length independence of the back electron transfer rate in the series of complexes with varied chromophore-acceptor distances (m = 2, 3, and 4) suggests the formation of an association complex during oxidative quenching of MLCT state and argues against a sigma-bond superexchange pathway for back electron transfer.