2,2'-bipyridine-5-carbonyl chloride | 143165-10-0

• 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: 2,2'-bipyridine-5-carbonyl chloride
• 英文别名: 4-chlorocarbonyl-2,2'-bipyridine；2,2′-bipyridine-4-carboxylic acid chloride；2,2'-bipyridine-4-carboxylic acid chloride；2-Pyridin-2-ylpyridine-4-carbonyl chloride
• CAS: 143165-10-0
• 化学式: C₁₁H₇ClN₂O
• 分子量: 218.642
• InChiKey: GEWSKIULGAXPBR-UHFFFAOYSA-N

物化性质

• 沸点：
  371.9±32.0 °C(Predicted)
• 密度：
  1.304±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  42.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  10,10'-disulfanediylbis(decan-1-amine) dihydrochloride 、 2,2'-bipyridine-5-carbonyl chloride 在 sodium hydroxide 作用下， 以 水 为溶剂， 反应 4.0h， 以64%的产率得到di[10-(2,2'-bipyridine-4-carboxamido)decyl] disulfide
  参考文献：
  名称：

  二硫键官能化的3、4、5和6取代的2,2'-联吡啶及其钌配合物。

  摘要：

  DOI：

  10.1021/jo9814795
• 作为产物：
  描述：

  2-(三甲基甲锡烷基)吡啶 在 bis-triphenylphosphine-palladium(II) chloride sodium hydroxide 、 草酰氯 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 间二甲苯 为溶剂， 反应 14.0h， 生成 2,2'-bipyridine-5-carbonyl chloride
  参考文献：
  名称：

  二硫键官能化的3、4、5和6取代的2,2'-联吡啶及其钌配合物。

  摘要：

  DOI：

  10.1021/jo9814795

文献信息

• Effects of Sequence, Connectivity, and Counter Ions in New Amide-Linked Ru(tpy)₂–Re(bpy) Chromophores on Redox Chemistry and Photophysics
  作者：Jan Dietrich、Ute Thorenz、Christoph Förster、Katja Heinze

  DOI：10.1021/ic301632y

  日期：2013.2.4

  ligands L1–L3 based on bis(terpyridine) ruthenium(II) complexes decorated with differently substituted 2,2′-bipyridines attached via amide groups (5-NHCO-bpy, 4-CONH-bpy, 5-CONH-bpy) were prepared. Coordination of ReICl(CO)3 fragments to the bpy unit gives the corresponding bimetallic Ru∼Re complexes 1–3. Hydrogen bonds of the bridging amide groups to [PF6]− counterions or to water molecules are observed

  基于双（叔吡啶）钌（II）配合物的新型阳离子金属配体L1 - L3，装饰有通过酰胺基团连接的不同取代的2,2'-联吡啶（5-NHCO-bpy，4-CONH-bpy，5-CONH-bpy ）已准备好。再协调我氯（CO）3个片段与联吡啶单元得到相应的双金属配合物Ru~Re 1 - 3。桥接酰胺基团的氢键与[PF 6 ] -在固态和溶液中均观察到抗衡离子或对水分子的离子。探讨了酰胺取向，连接位点以及抗衡离子配位对氧化还原和光物理性质的影响。金属配体L1 – L3和双金属配合物1 – 3在室温下均在流体溶液中发射。在所有情况下，发射都来自3个MLCT（Ru）状态。因此，L1 – L3和1 – 3第一次氧化为[L1] + – [L3] +和[1] + –[3] +被指定为Ru II / III对，而[L1] – – [L3] –和[1] – – [3] –的第一个还原发生在tpy-CO配体上，如UV
• Anion recognition by novel ruthenium(II) bipyridyl calix[4]arene receptor molecules
  作者：Paul D. Beer、Zheng Chen、Alistair J. Goulden、Alan Grieve、Dusan Hesek、Fridrich Szemes、Trevor Wear

  DOI：10.1039/c39940001269

  日期：——

  receptors containing one and two ruthenium(II) bipyridyl moieties have been prepared and shown by 1H NMR and CV to bind and electrochemically recognise halide, dihydrogen phosphate and hydrogen sulphate anions. The monotopic calix[4]arene anion receptor 8 selectively electrochemically recognises H2PO4– in the presence of tenfold excess amounts of HSO4– and Cl–.

  已经制备了含有一个和两个钌（II）联吡啶基部分的异杯异色杯[4]芳烃单和双主题阴离子受体，并通过1 H NMR和CV证明其结合并电化学识别卤化物，磷酸二氢根和硫酸氢根阴离子。所述monotopic杯[4]芳烃阴离子受体8选择性电化学识别ħ 2 PO 4 -中的十倍过量HSO的存在4 -和Cl - 。
• Thermal and Photoinduced Electron Transfer in Directional Bis(terpyridine)ruthenium(II)–(Bipyridine)platinum(II) Complexes
  作者：Jan Dietrich、Anica Wünsche von Leupoldt、Markus Grabolle、Ute Resch‐Genger、Katja Heinze

  DOI：10.1002/ejic.201201531

  日期：2013.6.4

  Metalloligands L1 and L2 consisting of directional bis(terpyridine)ruthenium(II) units and bipyridine moieties were constructed by amide formation. From these metalloligands two Ru–Pt heterobimetallic complexes 1 and 2 were derived by a building-block method by means of platination with [PtCl2(dmso)2]. Both bimetallic complexes 1 and 2 feature metal-to-ligand charge transfer (MLCT) absorptions, and

  由定向双（三联吡啶）钌 (II) 单元和联吡啶部分组成的金属配体 L1 和 L2 是通过酰胺形成构建的。从这些金属配体中，通过与 [PtCl2(dmso)2] 铂化的积木法衍生出两种 Ru-Pt 异质双金属配合物 1 和 2。双金属配合物 1 和 2 均具有金属到配体电荷转移 (MLCT) 吸收，并且在室温下在流体溶液中从 3MLCT(Ru) 状态在所有情况下都会发生发射。在 2 中观察到从铂到钌的能量转移，但在 1（光收集）中未观察到。单电子还原物质 [1]– 和 [2]– 是通过用十甲基钴烯还原 1 和 2 制备的。EPR 谱和 DFT 计算表明自旋密度位于 [1]– 中的 tpy-CO/Ru（tpy = 三联吡啶）位点，而在[2]-中它以bpy-CO/Pt（bpy = 2,2'-联吡啶）为中心。通过在 500 nm [MLCT(Ru)] 处激发，从三乙醇胺到 1 和 2 的有效光诱导电子转移是可行的。
• New conjugates of calix[4]arenes bearing dipyridine and indolizine heterocycles
  作者：Ramona Danac、Raluca Rusu、Alexandru Rotaru、Aurel Pui、Sergiu Shova

  DOI：10.1080/10610278.2012.688122

  日期：2012.6.1

  A simple route to introduce various heterocycles, derivatives of dipyridyls and indolizines on the lower rim of the para-tertbutylcalix[4] arene via ester bond formation to afford 1,3-disubstituted conjugates is described. The conformation of the new compounds and some intermolecular interactions are discussed on the basis of X-ray and NMR analyses. Preliminary complexation properties of some of the new tert-butylcalix[4] arene heterocyclic conjugates with Cu (II), Co (II) and Ni (II) were studied by means of UV-Vis titration.
• High yield preparation of a novel tetrakis[ruthenium tris(bipyridine)]calix[6]arene derivative with good diastereomeric purity
  作者：Dusan Hesek、Yoshihisa Inoue、Simon R.L. Everitt、Mieko Kunieda、Hitoshi Ishida、Michael G.B. Drew

  DOI：10.1016/s0957-4166(98)00433-9

  日期：1998.11

  In order to develop methodology for the selective preparation of complex molecular structures with potential photochemical or electron transfer functions, the diastereoselective synthesis of multiple ruthenium tris(bipyridine) complexes tethered to a central calix[6]arene core was investigated. Applying recently developed methodology, the resolved precursor cis-Delta-[Ru(bpy)(2)(DMSO)Cl]PF6 (98.6% ee) was efficiently reacted with a novel calix[6]arene derivative, to give the tetrakis[Ru(bpy)(2)(bpy')]calix[6]arene derivative (9) with almost complete retention of absolute stereochemistry at each of the four metal centres, as seen by the unusually strong molar circular dichroism (CD) spectrum. The synthesis of racemic 9 was also carried out, and demonstrated to have an inactive CD spectrum. (C) 1998 Elsevier Science Ltd. All rights reserved.