5,5'-diundecyl-2,2'-bipyridine | 726186-20-5

• 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: 5,5'-diundecyl-2,2'-bipyridine
• 英文别名: 4,4'-diundecyl-2,2'-bipyridine；5-undecyl-2-(5-undecylpyridin-2-yl)pyridine
• CAS: 726186-20-5
• 化学式: C₃₂H₅₂N₂
• 分子量: 464.778
• InChiKey: DRMBOZCSJJEXNB-UHFFFAOYSA-N

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：

  顺-双(2,2'-二吡啶基)二氯化钌(II)二水合物 、 sodium antymonyl tartrate 、 5,5'-diundecyl-2,2'-bipyridine 以 乙醇 为溶剂， 生成 Λ-[(4,4'-diundecyl-2,2'-bipyridine)bis(2,2'-bipyridine)ruthenium(II)] perchlorate 、 [(4,4'-diundecyl-2,2'-bipyridine)bis(2,2'-bipyridine)ruthenium(II)] chloride
  参考文献：
  名称：

  固定在粘土表面上的聚吡啶基Ru（II）配合物的取向调整，可进行手性识别。

  摘要：

  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。

  DOI：

  10.1021/jp053541p
• 作为产物：
  描述：

  1-溴十一烷 、 5 5'-二甲基-2,2'-二吡啶 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 以48%的产率得到5,5'-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