6,6'-bis<4-(2-pyridyl)thiazol-2-yl>-2,2'-bipyridine | 144900-63-0

• 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: 6,6'-bis<4-(2-pyridyl)thiazol-2-yl>-2,2'-bipyridine
• 英文别名: 6,6'-Bis[4-(pyridin-2-yl)-1,3-thiazol-2-yl]-2,2'-bipyridine；4-pyridin-2-yl-2-[6-[6-(4-pyridin-2-yl-1,3-thiazol-2-yl)pyridin-2-yl]pyridin-2-yl]-1,3-thiazole
• CAS: 144900-63-0
• 化学式: C₂₆H₁₆N₆S₂
• 分子量: 476.585
• InChiKey: UOSNCZPQFYCMPQ-UHFFFAOYSA-N

物化性质

• 沸点：
  775.8±70.0 °C(Predicted)
• 密度：
  1.345±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  34
• 可旋转键数：
  5
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  134
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  zinc perchlorate 、 6,6'-bis<4-(2-pyridyl)thiazol-2-yl>-2,2'-bipyridine 以 硝基甲烷 为溶剂， 以68%的产率得到
  参考文献：
  名称：

  吡啶基-噻唑多齿配体：混合物中配体组合的金属特异性识别

  摘要：

  双核双螺旋结构[M 2（L 1）2 ] [ClO 4 ] 4（M = Ni，Zn; L 1是潜在的六齿结构）的晶体结构比较配体 包含py-th-py-py-th-py序列，其中“ py”表示 吡啶基“ th”表示噻唑基）说明L 1如何显示两种不同的配位模式：在[Zn 2（L 1）2 ] [ClO 4 ] 4中，配体 L 1是双齿螯合剂（通过末端的pyth片段，中心联吡啶基单元未配位），使得金属离子为四配位，而在[Ni 2（L 1）2 ] [ClO 4 ] 4中这配体以更通常的双齿方式配位，使得金属离子为六配位。Ni（II），Cu（II）或Zn（II）盐与潜在六齿酸盐的1：1混合物的反应配体 L 1和L 2（其中L 2包含一个phenth-th-phen序列，“ phen”表示1,10-菲咯啉单元）在每种情况下均提供螺旋复合物的混合物[M 2（L 1）2 ] 4+，[M 2（L 1）（L 2）]

  DOI：

  10.1039/b104977c
• 作为产物：
  描述：

  6,6'-二溴-2,2'-联吡啶 在 硫化氢 、 氨 、 copper(l) cyanide 作用下， 以 四氢呋喃 为溶剂， 反应 110.0h， 生成 6,6'-bis<4-(2-pyridyl)thiazol-2-yl>-2,2'-bipyridine
  参考文献：
  名称：

  Novel tetra- and hexa-dentate ligands from 6,6′-dicyano-2,2′-bipyridine

  摘要：

  A simple, direct route from 2,2'-bipyridine to 6,6'-dicyano-2,2'-bipyridine and its conversion to the 6,6'-dithiocarboxamide and various novel tetra- and hexa-dentate ligands such as the 6,6'-bis(4-methyl-thiazol-2-yl) and 6,6'-bis[4-(2-pyridyl)thiazol-2-yl] derivatives have been established. Diaqua[6,6'-bis(4-methylthiazol-2-yl)-2,2'-bipyridine]zinc(II) bis(trifluoromethanesulfonate) has been prepared and its crystal structure determined. The tetra-heterocyclic ligand is planar, binding through two bipyridine nitrogen atoms and, more weakly, through two thiazolyl nitrogen atoms to zinc(ii) which is in a distorted octahedral environment.

  DOI：

  10.1039/dt9920003015

文献信息

• New multidentate ligands for supramolecular coordination chemistry: double and triple helical complexes of ligands containing pyridyl and thiazolyl donor units
  作者：Craig R. Rice、Stefan Wörl、John C. Jeffery、Rowena L. Paul、Michael D. Ward

  DOI：10.1039/b007922g

  日期：——

  Four new multidentate N-donor ligands L1–L4 have been prepared which contain a combination of pyridyl and thiazolyl donor units. The syntheses of these ligands are facile and high-yielding, being based on reaction of an α-bromoacetyl unit with a thioamide to form the thiazolyl ring. The extended linear sequence of ortho-linked N-donor heterocycles (four for L1, six for L2; five for L3; and six for

  已经制备了四个新的多齿N-供体L 1 -L 4配体，它们包含吡啶基和噻唑基供体单元的组合。基于α-溴乙酰基单元与硫酰胺的反应形成噻唑基环，这些配体的合成是容易且高产率的。的延伸线性序列邻-连接的N-供杂环（4对于L 1，六对于L 2 ;五对于L 3 ;和六个对于L 4）使人想起了众所周知的线性低聚吡啶，尽管这些新的配体更容易制造并且具有显着不同的几何配位性质，因为五元噻唑基环的存在会导致配体主链自然断裂成明显的二齿或七齿域。因此，四齿配体L 1划分为两个双齿结构域，以产生 具有六坐标的第一行过渡金属指示剂（M = Co，Cu，Zn）的双核三螺旋[M 2（L 1）3 ] 4+。六齿配体L 2划分为两个齿状结构域，得到双核双螺旋结构[M 2（L 2）2 ] 4+ 与六配位金属离子（M = Cu，Zn）。在双螺旋[Cu 2（L 3） 2 ] 4+中，五齿配体L 3仅使用其两个末端双齿结合位点，从而导致四配位的Cu（
• Electrostatic control of the formation of heteroleptic transition metal helicates
  作者：Christian J. Baylies、Lindsay P. Harding、John C. Jeffery、Ryan Moon、Craig R. Rice、T. Riis-Johannessen

  DOI：10.1039/b702608k

  日期：——

  The synthesis of the potentially hexadentate ditopic ligand L1, which contains both N-donor and crown ether binding units, is described. Reaction of L1 with Zn(II) results in the formation of a dinuclear double helicate ([Zn2(L1)2](ClO4)4), which has been structurally characterized. In the solid state, each ligand splits into two tridentate binding domains with two Zn(II) ions coordinated by two bridging

  潜在的六齿对位的合成 配体L 1，既包含N供体又包含冠醚描述了结合单元。L 1与Zn（II）的反应导致形成双核双螺旋结构（[Zn 2（L 1）2 ]（ClO 4）4），该结构已被表征。在固态下，每个配体分裂成两个三齿结合结构域，其中两个Zn（II）离子通过两个桥联进行配位配体双螺旋排列。该配合物还可以通过冠醚单元与s嵌段金属离子进一步反应，从而得到结构上表征的含锌螺旋盐[Zn 2（L 1）2 Ba 2 ]（ClO 4）8。配体 对该螺旋的识别研究 配体通过两个都演示了不包含冠醚单元但包含相同的N供体阵列（L 2）的示例1 H NMR 和 电喷雾质谱 研究， 配体确实发生了识别过程，观察到的主要物种是均纯物种（[Zn 2（L 1）2 ]（ClO 4）4和[Zn 2（L 2）2 ]（ClO 4）4）。除此之外钡离子到混合物中，增加了杂合剂种类（[Zn 2（L 1）（L 2）]（ClO 4）4）
• Cadmium-containing pyridyl–thiazole complexes: crystal structures and solution behaviour of mononuclear, dinuclear double helicate and dinuclear triple helicate complexes
  作者：Craig R Rice、Christian J Baylies、Lindsay P Harding、John C Jeffery、Rowena L Paul、Michael D Ward

  DOI：10.1016/s0277-5387(02)01406-7

  日期：2003.3

  Reaction of Cd(ClO4)(2) with the potentially tetra-(L-1), penta-(L-2) and hexadentate (L-3) pyridine-thiazole-containing ligands gives [Cd-2(L-1)(3)(H2O)][ClO4](4) (a dinuclear triple helicate), mononuclear [Cd(L-2)(ClO4)(2)], and [Cd-2(L-3)(2)(ClO4)(CH3CN)][ClO4](3) (a dinuclear double helicate), respectively. In [Cd-2(L-1)(3)(H2O)][ClO4](4) two of the ligands L-1 partition into two bi dentate pyridylthiazole domains whereas the remaining ligand partitions into a bidentate (pyridyl-thiazole) and monodentate (coordinating pyridyl unit with a pendant thiazole) unit; one Cd(II) centre is coordinated by three bidentate ligand fragments, whereas the other is coordinated by two bidentate and one monodentate ligand fragments as well as a water molecule. This low-symmetry arrangement is retained in solution. In [Cd(L-2)(ClO4)(2)], L-2 acts as a planar pentadentate equatorial ligand with perchlorate anions coordinated at the axial sites; the ligand has a shallow helical twist to minimise steric interactions between the terminal pyridyl H-6 protons, which are directed towards each other. In [Cd-2(L-3)(2)(ClO4)(CH3CN)][ClO4](3), the potentially hexadentate ligand L-3 is partitioned into terdentate (pyridyl-thiazole-pyridyl) and bidentate (pyridyl-thiazole) coordination domains with a non-coordinated terminal pyridyl unit; each Cd(II) centre is coordinated by one terdentate and one bidentate ligand fragment, with the sixth site being occupied by MeCN at one Cd(II) site and a perchlorate anion at the other. Again, the low symmetry coordination mode of the ligands is retained in solution although the two metal centres become equivalent. (C) 2003 Elsevier Science Ltd. All rights reserved.
• Novel tetra- and hexa-dentate ligands from 6,6′-dicyano-2,2′-bipyridine
  作者：Paul N. W. Baxter、Joseph A. Connor、W. Bernd Schweizer、John D. Wallis

  DOI：10.1039/dt9920003015

  日期：——

  A simple, direct route from 2,2'-bipyridine to 6,6'-dicyano-2,2'-bipyridine and its conversion to the 6,6'-dithiocarboxamide and various novel tetra- and hexa-dentate ligands such as the 6,6'-bis(4-methyl-thiazol-2-yl) and 6,6'-bis[4-(2-pyridyl)thiazol-2-yl] derivatives have been established. Diaqua[6,6'-bis(4-methylthiazol-2-yl)-2,2'-bipyridine]zinc(II) bis(trifluoromethanesulfonate) has been prepared and its crystal structure determined. The tetra-heterocyclic ligand is planar, binding through two bipyridine nitrogen atoms and, more weakly, through two thiazolyl nitrogen atoms to zinc(ii) which is in a distorted octahedral environment.
• Pyridyl–thiazole multidentate ligands: metal-specific recognition of a combination of ligands from a mixture
  作者：Craig R. Rice、Christian J. Baylies、Lindsay P. Harding、John C. Jeffery、Rowena L. Paul、Michael D. Ward

  DOI：10.1039/b104977c

  日期：2001.10.11

  [Ni2(L1)2][ClO4]4 the ligand coordinates in a more usual bis-terdentate manner such that the metal ions are six-coordinate. Reaction of Ni(II), Cu(II) or Zn(II) salts with a 1 ∶ 1 mixture of the potentially hexadentate ligands L1 and L2 (where L2 contains a phen–th–th–phen sequence, ‘phen’ denoting a 1,10-phenanthroline unit) afforded in each case a mixture of helical complexes [M2(L1)2]4+, [M2(L1)(L2)]4+ and

  双核双螺旋结构[M 2（L 1）2 ] [ClO 4 ] 4（M = Ni，Zn; L 1是潜在的六齿结构）的晶体结构比较配体 包含py-th-py-py-th-py序列，其中“ py”表示 吡啶基“ th”表示噻唑基）说明L 1如何显示两种不同的配位模式：在[Zn 2（L 1）2 ] [ClO 4 ] 4中，配体 L 1是双齿螯合剂（通过末端的pyth片段，中心联吡啶基单元未配位），使得金属离子为四配位，而在[Ni 2（L 1）2 ] [ClO 4 ] 4中这配体以更通常的双齿方式配位，使得金属离子为六配位。Ni（II），Cu（II）或Zn（II）盐与潜在六齿酸盐的1：1混合物的反应配体 L 1和L 2（其中L 2包含一个phenth-th-phen序列，“ phen”表示1,10-菲咯啉单元）在每种情况下均提供螺旋复合物的混合物[M 2（L 1）2 ] 4+，[M 2（L 1）（L 2）]