4,4'-diundecyl-2,2'-bipyridine | 142646-59-1

• 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: 4,4'-diundecyl-2,2'-bipyridine
• 英文别名: 4,4′-diundecyl-2,2′-bipyridine；5,5'-diundecyl-2,2'-bipyridine；4,4'-diundecyl-2,2'-bipyridyl；dC10bpy；4-undecyl-2-(4-undecylpyridin-2-yl)pyridine
• CAS: 142646-59-1
• 化学式: C₃₂H₅₂N₂
• 分子量: 464.778
• InChiKey: VESBLSXRQXZAKF-UHFFFAOYSA-N

物化性质

• 沸点：
  568.6±45.0 °C(Predicted)
• 密度：
  0.922±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  12.8
• 重原子数：
  34
• 可旋转键数：
  21
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  25.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  platinum(II) cyanide 、 4,4'-diundecyl-2,2'-bipyridine 以 N,N-二甲基甲酰胺-d7 、 氨 为溶剂， 生成 [Pt(CN)2(dC11bpy)]
  参考文献：
  名称：

  基于直链烷基链联吡啶铂(II)配合物准分子形成的溶剂致变色发光

  摘要：

  已经制备并表征了带有线性烷基链的发光单核联吡啶铂 (II) 配合物 [Pt(CN) 2 (dC n bpy)] (n = 9 和 11)。这些配合物可溶于各种有机溶剂，并在室温下显示出显着的溶剂依赖性和发光浓度依赖性。这种溶剂致变色发光归因于铂络合物准分子的形成。

  DOI：

  10.1246/cl.2008.16
• 作为产物：
  描述：

  1-溴十一烷 、 4,4'-二甲基-2,2'-联吡啶 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 以58%的产率得到4,4'-diundecyl-2,2'-bipyridine
  参考文献：
  名称：

  Orientational Tuning of Monolayers of Amphiphilic Ruthenium(II) Complexes for Optimizing Chirality Distinction Capability

  摘要：

  The following six types of Ru(II) complexes were synthesized with an aim to develop a monolayer with chiral discrimination: I [Ru(bpy)(2)(4-C11bpy)](ClO(4))(2) (bpy = 2,2'-bipyridine, 4-C11bpy = 4-methyl-4'-undecyl-2,2'-bipyridine); 2 [Ru(bpy)2(4,4'-dC11bpy)](ClO(4))2 (4,4'-dC11bpy = 4,4'-diundecyl-2,2' -bipyridine); 3 k[Ru(bpy)(2)(5-C11bpy)](ClO(4))(2) (5-C11bpy= 5-methyl-5'-undecyl-2,2'-bipyridine); 4 [Ru(bpy)2(5,5'-dC11py)](ClO(4))(2) (5,5'-dC11bpy = 5,5'-diundecyl-2,2'-bipyridine); 5 [Ru(bpy)2(4-C18bpy)](ClO(4))(2) (4-C18bpy= 4-methyl-4'-octadecyl-2,2'-bipyridine); 6 [Ru(bpy)2(4,4'-dC18bpy)] (ClO(4))(2) (4,4'-dC11bpy = 4,4'-dioctadecyl-2,2'-bipyridine). These complexes possess one or two alkyl chains at 4,4'- or 5,5'-positions of the 2,2'-bipyridine ligand. A traditional amphiphile is a linear molecule with a polar head attached by one or two alkyl chains, whereas the present complexes cover both traditional (1, 2, 5, and 6) and nontraditional amphiphilic molecules (3 and 4). The monolayer behavior of these Ru(II) complexes on a subphase of 0.1 M NaClO(4) aqueous solution was compared using surface pressure-molecular area (pi-A) isotherm measurements and Brewster angle microscopy (BAM) observations. The vertical structure of monolayers deposited onto a silicon substrate was characterized with X-ray reflectivity (XRR) measurements. Chirality effects were investigated using two procedures: one was to compare the pi-A isotherms between a racemic mixture and a pure enantiomer and the other to observe the effect of chiral anions in the subphase. As a result, complex 4 ([Ru(bpy)2(5,5'dC11bpy)](ClO(4))(2)), belonging to the nontraditional group, was the only molecule with a distinct chirality discrimination capability toward the chiral anion, bis[(+)-tartrato][diantimonato(Ill)]dipotassium, K(2)[Sb(2)(+)(C(4)H(2)O(6))(2)]. The observed chiral distinction of this molecule was interpreted in terms of a preferential orientation of the polar head with respect to the aqueous phase.

  DOI：

  10.1021/jp049349p

文献信息

• Interaction between monomers of two surfactants derived from the [Ru(2,2′-bpy)3]2+ complex and α, β and γ-cyclodextrins: formation of [2]- and [3]-pseudorotaxanes
  作者：M. Lopez-Lopez、F. Montilla、M. Olivares、J. A. Lebron、M. L. Moya、P. Lopez-Cornejo

  DOI：10.1039/c3dt32197e

  日期：——

  Two new surfactants derived from the tris(2,2′-bipyridine) ruthenium(II) complex, [Ru(2,2′-bpy)3]2+, were synthesized and characterized: the double-tailed [Ru(2,2′-bipy)2(4,4′-(C11H23)2-2,2′-bipy)]2+ surfactant (RuC11) and the mono-tailed [Ru(2,2′-bipy)2(4-(CH3)-4′-(C13H27)-2,2′-bipy)]2+ surfactant (RuC13). The main characteristic of these species is the presence of an inorganic complex as the polar head of the surfactant with interesting luminescence properties, which were used to study the interaction of these cationic surfactants with α-, β- and γ-cyclodextrins (CD). The results showed the formation of [2]- and [3]-pseudorotaxanes. The binding constant values as well as the stoichiometry of the complexes formed were obtained; the results were confirmed, from a qualitative point of view, with NMR spectra.

  我们合成并鉴定了由三(2,2â²-联吡啶)钌(II)配合物[Ru(2,2â²-bpy)3]2+衍生的两种新型表面活性剂：双尾[Ru(2,2â²-bipy)2(4,4â²-(C11H23)2-2,2â²-bipy)]2+表面活性剂（RuC11）和单尾[Ru(2,2â²-bipy)2(4-(CH3)-4â²-(C13H27)-2,2â²-bipy)]2+表面活性剂（RuC13）。这些种类的主要特征是存在一种无机复合物，作为表面活性剂的极性头，具有有趣的发光特性，我们利用这种特性研究了这些阳离子表面活性剂与δ-、δ-和δ-环糊精（CD）的相互作用。结果显示形成了 [2]- 和 [3]- 伪紫杉烷。研究获得了结合常数以及所形成复合物的化学计量学；核磁共振光谱从定性的角度证实了这些结果。
• Orientation Tuning of a Polypyridyl Ru(II) Complex Immobilized on a Clay Surface toward Chiral Discrimination
  作者：Hisako Sato、Yoshihisa Hiroe、Kenji Tamura、Akihiko Yamagishi

  DOI：10.1021/jp053541p

  日期：2005.10.1

  degrees, and 52 degrees for i = 1, 2, and 3, respectively. The efficiency of the energy-transfer was determined by photoluminescence quenching measurements between the adsorbed Ru(II) complex and [Ru(acac)3] (acac = acetylacetonate) in solution. As a result, stereoselectivity appeared most for the case of [Ru(bpy)2L3]2+ in which its two helically twisted bpy ligands were projected in an outward direction

  本工作报告了试图通过将手性金属配合物固定在粘土表面上来阐明立体选择性能量转移系统的尝试。使用的金属络合物为[Ru（bpy）2L（i）] 2+，其中L1 = bpy（2,2'-联吡啶），L2 = 4,4'-二十一烷基-2,2'-联吡啶，L3 = 5 ，5'-双十一烷基-2,2'-联吡啶。[Ru（bpy）2L（i）] 2+的吸附结构通过电二色性测量研究了在胶体粘土的水分散体上的吸附结构。发现吸附的Ru（II）配合物的分子取向受到bpy配体上烷基链位置的显着影响。也就是说，对于i = 1、2，Ru（II）配合物的3倍或伪3倍对称轴相对于表面法线的角度分别为24度，30度和52度。 ，和3。能量转移的效率通过溶液中吸附的Ru（II）配合物与[Ru（acac）3]（acac =乙酰丙酮酸酯）之间的光致发光猝灭测量来确定。结果，对于[Ru（bpy）2L3] 2+而言，其两个螺旋扭曲的bpy配体向外突出，立体选择性最高。
• Rate dependence of electron transfer on donor-acceptor separation and on free enthalpy change. The tris(2,2'-bipyridine)ruthenium(2+)/viologen2+ system
  作者：H. Rau、R. Frank、G. Greiner

  DOI：10.1021/j100402a042

  日期：1986.5