5,5'-bis(butylcarbamoyl)-2,2'-bipyridine | 152387-96-7

• 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: 5,5'-bis(butylcarbamoyl)-2,2'-bipyridine
• 英文别名: 5,5'-di(n-butylamide)-2,2'-bipyridine；5,5'-bis(butylamido)-2,2'-bipyridine；N,N'Dibutyl-6,6'-binicotinamide；N-butyl-6-[5-(butylcarbamoyl)pyridin-2-yl]pyridine-3-carboxamide
• CAS: 152387-96-7
• 化学式: C₂₀H₂₆N₄O₂
• 分子量: 354.452
• InChiKey: IIORWSGFAOFBDM-UHFFFAOYSA-N

物化性质

• 沸点：
  589.6±50.0 °C(predicted)
• 密度：
  1.104±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  26
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  84
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  乙酰氯 、 5,5'-bis(butylcarbamoyl)-2,2'-bipyridine 生成 5,5'-Di(N-(1-ethan-1-one)-N-butylimide)-2,2'-bipyridine
  参考文献：
  名称：

  A Series of Multicolor Electrochromic Ruthenium(II) Trisbipyridine Complexes:  Synthesis and Electrochemistry

  摘要：

  A series of 5,5'-disubstituted 2,2'-bipyridines and their corresponding tris complexes with ruthenium(II) have been synthesized. The substituents used (ketone, ester, nitrile, imide, and two amides) are all electron withdrawing in nature and, with one exception, contain a carbonyl group in the position a to the bipyridine ring. The reduction potentials of the free ligands and ruthenium complexes have been determined by cyclic voltammetry and are correlated with the Hammett a constants of the substituents. Finally, the electron-withdrawing nature of these substituents shifts the reduction potentials of each complex sufficiently positive that up to six stable ligand-based reductions are observable. In these reduced oxidation states, all of the complexes display multicolor electrochromism.

  DOI：

  10.1021/jp991196w
• 作为产物：
  描述：

  2,2'-联吡啶-5,5'-二羧酸 在 氯化亚砜 作用下， 以 二氯甲烷 、 水 为溶剂， 生成 5,5'-bis(butylcarbamoyl)-2,2'-bipyridine
  参考文献：
  名称：

  A Series of Multicolor Electrochromic Ruthenium(II) Trisbipyridine Complexes:  Synthesis and Electrochemistry

  摘要：

  A series of 5,5'-disubstituted 2,2'-bipyridines and their corresponding tris complexes with ruthenium(II) have been synthesized. The substituents used (ketone, ester, nitrile, imide, and two amides) are all electron withdrawing in nature and, with one exception, contain a carbonyl group in the position a to the bipyridine ring. The reduction potentials of the free ligands and ruthenium complexes have been determined by cyclic voltammetry and are correlated with the Hammett a constants of the substituents. Finally, the electron-withdrawing nature of these substituents shifts the reduction potentials of each complex sufficiently positive that up to six stable ligand-based reductions are observable. In these reduced oxidation states, all of the complexes display multicolor electrochromism.

  DOI：

  10.1021/jp991196w

文献信息

• Chloride anion recognition by neutral platinum(II) and palladium(II) 5,5′-bis-amide substituted bipyridyl receptor molecules
  作者：Paul D. Beer、Nicholas C. Fletcher、Michael G.B. Drew、Trevor J. Wear

  DOI：10.1016/s0277-5387(96)00337-3

  日期：1997.1

  Abstract A series of new acyclic platinum(II) and palladium(II) 5,5′-bis-amide substituted 2,2′-bipyridyl receptors have been synthesized and single-crystal structural investigations of two receptors are described. Proton NMR anion binding studies reveal that these neutral receptors recognize chloride anions in dimethyl sulfoxide solution

  摘要合成了一系列新的无环铂（II）和钯（II）5,5'-双酰胺取代的2,2'-联吡啶基受体，并描述了两种受体的单晶结构研究。质子NMR阴离子结合研究表明，这些中性受体可识别二甲基亚砜溶液中的氯离子
• New classes of anion receptor containing charged and neutral transition metal Lewis acidic recognition sites
  作者：Paul D. Beer、Christian A. P. Dickson、Nicholas Fletcher、Alistair J. Goulden、Alan Grieve、Jana Hodacova、Trevor Wear

  DOI：10.1039/c39930000828

  日期：——

  A variety of new classes of anion receptor containing positively charged or neutral organometallic and coordination transition metal Lewis acidic binding sites in combination with amide N–H groups have been prepared and shown to complex halide anionic guest species.

  目前已制备出多种新型阴离子受体，这些受体含有带正电或中性的有机金属和配位过渡金属路易斯酸性结合位点以及酰胺 N-H 基团，并已证明可与卤化物阴离子客体物种复合。
• Anion selectivity properties of ruthenium(ii) tris(5,5′-diamide-2,2′-bipyridine) receptors dictated by solvent and amide substituent
  作者：Lindsay H. Uppadine、Paul D. Beer、Michael G. B. Drew

  DOI：10.1039/b008822f

  日期：——

  The ratio of the dichloromethane–methanol solvent mixture medium and nature of the receptor amide substituent critically dictates chloride vs. nitrate selectivity properties of new ruthenium(II) tris(5,5′-diamide-2,2′-bipyridine) receptors.

  二氯甲烷和甲醇混合溶剂介质的比例以及受体酰胺取代基的性质，对新型三(5,5â²-二脒-2,2â²-联吡啶)钌(II)受体的氯离子和硝酸根选择性特性起着至关重要的作用。
• Spectral and electrochemical halide anion recognition by acyclic ruthenium(II) 5,5′-bis-amide substituted bipyridyl receptor molecules
  作者：Paul D. Beer、Nicholas C. Fletcher、Trevor Wear

  DOI：10.1016/0277-5387(95)00367-3

  日期：1996.4

  A series of new acyclic ruthenium(II) 5,5′-bis-amide substituted 2,2′-bipyridyl receptor molecules have been synthesized. 1H NMR spectroscopy, cyclic and square wave voltammetry, electronic absorption and fluorescence-emission spectroscopic measurements have demonstrated the spectral and electrochemical recognition of chloride, and spectral recognition of bromide anions in polar solvents.

  合成了一系列新的无环钌（II）5,5'-双酰胺取代的2,2'-联吡啶基受体分子。1 H NMR光谱，循环和方波伏安法，电子吸收和荧光发射光谱法测量证明了氯的光谱和电化学识别，以及极性溶剂中溴化物阴离子的光谱识别。
• ION-SENSITIVE BIPYRIDINE COMPLEXES
  申请人：KODAK LIMITED

  公开号：EP0647223A1

  公开（公告）日：1995-04-12