2,6-pyridinediylbis(4-pyridinyl)methanone

• 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: 2,6-pyridinediylbis(4-pyridinyl)methanone
• 英文别名: Pyridine-2,6-diylbis(pyridin-4-ylmethanone)；[6-(pyridine-4-carbonyl)pyridin-2-yl]-pyridin-4-ylmethanone
• 化学式: C₁₇H₁₁N₃O₂
• 分子量: 289.293
• InChiKey: OCIFQJCHVCTORM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  72.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2,6-pyridinediylbis(4-pyridinyl)methanone 、 silver(I) pentafluoropropionate 以 甲醇 、 乙腈 为溶剂， 反应 2.0h， 以82%的产率得到[Ag(2,6-pyridinediylbis(4-pyridinyl)methanone)](CO2CF2CF3)
  参考文献：
  名称：

  Unusual Carbonyl···Carbonyl Interaction in Supramolecular Structures of Silver(I) Complexes with 2,6-Pyridinediylbis(4-pyridinyl)methanone

  摘要：

  A series of silver(I) complexes of a higher homologue of di-2-pyridyl ketone, 2,6-pyridinediylbis(4-pyridinyl)methanone (abbreviated as L), consisting of {[Ag(L)(BF4)]center dot H2O}infinity (1), {[Ag(L)(NO3)]center dot H2O}infinity (2), [Ag-3(L)(2)(NO2)(3)(H2O)]infinity (3), [Ag(L)](2)(PF6)(2) (4), {[Ag(L)(CO2CF3)](2)}infinity (5), [Ag(L)](2)(SO3CF3)(2) (6), and [Ag(L)](2)(CO2CF2CF3)(2) (7), have been synthesized and characterized. Complexes 1 and 2 are isomorphous helical polymers, 3 is a metallacycle featuring a trisilver(I) core, and 4-7 are isostructural complexes containing a common dinuclear [Ag-2(L)(2)](2+) metallacyclic skeleton. All complexes except 4 feature a common dominant intermolecular multipolar carbonyl center dot center dot center dot carbonyl interaction, which along with argentophilic Ag(I)center dot center dot center dot Ag(I), pi center dot center dot center dot pi, hydrogen-bonding, Ag center dot center dot center dot O=C, O(trifluoroacetate)center dot center dot center dot C=O as well as unconventional C=O center dot center dot center dot pi and anion-pi(pyridyl) interactions assemble the different coordination motifs (1-3, 5-7) into higher-dimensional frameworks. Three principal types of carbonyl center dot center dot center dot carbonyl interaction exhibiting antiparallel, sheared parallel, and perpendicular motifs are observed, and unusual supramolecular associations such as "center dot center dot center dot[C=O center dot center dot center dot C=O](n)center dot center dot center dot"(in 1-2 and 6) and "center dot center dot center dot[C=O center dot center dot center dot C=O center dot center dot center dot pi](n)center dot center dot center dot" (in 3) and "C=O center dot center dot center dot C=O center dot center dot center dot C=O" (in 7) are the novel structural features established in these complexes. The geometrical parameters and role of such noncovalent interactions in the construction of the present series of supramolecular metal organic frameworks are discussed.

  DOI：

  10.1021/cg101490a
• 作为产物：
  描述：

  吡啶-2.6-二羧酸二甲酯 、 4-溴吡啶 在 正丁基锂 作用下， 以 乙醚 、 正己烷 、 四氢呋喃 为溶剂， 反应 1.0h， 以26%的产率得到2,6-pyridinediylbis(4-pyridinyl)methanone
  参考文献：
  名称：

  Unusual Carbonyl···Carbonyl Interaction in Supramolecular Structures of Silver(I) Complexes with 2,6-Pyridinediylbis(4-pyridinyl)methanone

  摘要：

  A series of silver(I) complexes of a higher homologue of di-2-pyridyl ketone, 2,6-pyridinediylbis(4-pyridinyl)methanone (abbreviated as L), consisting of {[Ag(L)(BF4)]center dot H2O}infinity (1), {[Ag(L)(NO3)]center dot H2O}infinity (2), [Ag-3(L)(2)(NO2)(3)(H2O)]infinity (3), [Ag(L)](2)(PF6)(2) (4), {[Ag(L)(CO2CF3)](2)}infinity (5), [Ag(L)](2)(SO3CF3)(2) (6), and [Ag(L)](2)(CO2CF2CF3)(2) (7), have been synthesized and characterized. Complexes 1 and 2 are isomorphous helical polymers, 3 is a metallacycle featuring a trisilver(I) core, and 4-7 are isostructural complexes containing a common dinuclear [Ag-2(L)(2)](2+) metallacyclic skeleton. All complexes except 4 feature a common dominant intermolecular multipolar carbonyl center dot center dot center dot carbonyl interaction, which along with argentophilic Ag(I)center dot center dot center dot Ag(I), pi center dot center dot center dot pi, hydrogen-bonding, Ag center dot center dot center dot O=C, O(trifluoroacetate)center dot center dot center dot C=O as well as unconventional C=O center dot center dot center dot pi and anion-pi(pyridyl) interactions assemble the different coordination motifs (1-3, 5-7) into higher-dimensional frameworks. Three principal types of carbonyl center dot center dot center dot carbonyl interaction exhibiting antiparallel, sheared parallel, and perpendicular motifs are observed, and unusual supramolecular associations such as "center dot center dot center dot[C=O center dot center dot center dot C=O](n)center dot center dot center dot"(in 1-2 and 6) and "center dot center dot center dot[C=O center dot center dot center dot C=O center dot center dot center dot pi](n)center dot center dot center dot" (in 3) and "C=O center dot center dot center dot C=O center dot center dot center dot C=O" (in 7) are the novel structural features established in these complexes. The geometrical parameters and role of such noncovalent interactions in the construction of the present series of supramolecular metal organic frameworks are discussed.

  DOI：

  10.1021/cg101490a