2,5-di(3-pyridylmethylidene)cyclopentanone | 47084-31-1

• 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: 2,5-di(3-pyridylmethylidene)cyclopentanone
• 英文别名: 2,5-bispyridine-3-ylmethylenecyclopentanone；2,5-bis-pyridin-3-ylmethylene-cyclopentanone；2,5-Bis--cyclopentanon；2,5-Bis(pyridin-3-ylmethylidene)cyclopentan-1-one
• CAS: 47084-31-1
• 化学式: C₁₇H₁₄N₂O
• mdl: MFCD00423798
• 分子量: 262.311
• InChiKey: VWOZSYQLWMRUOP-UHFFFAOYSA-N

物化性质

• 熔点：
  222-223 °C(Solv: ethyl acetate (141-78-6))
• 沸点：
  497.5±45.0 °C(Predicted)
• 密度：
  1.265±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 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：

  水 、 disodium 1,5-naphthalenedisulfonate 、 silver nitrate 、 2,5-di(3-pyridylmethylidene)cyclopentanone 在 ammonium hydroxide 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 48.0h， 以64.23%的产率得到{[Ag₂(2,5-bispyridine-3-ylmethylenecyclopentanone)₂(naphthalene disulfonate)]*3H₂O}_n
  参考文献：
  名称：

  Design, Synthesis, and Photoluminescence Properties of One-, Two-, and Three-Dimensional Coordination Polymers: Anion-Assisted Argentophillic Interactions as Building Blocks

  摘要：

  Five new Ag(I) complexes of the formulae {[Ag-2(L-1)(2)(NDS)](3)H2O}(n) (1), {[Ag-2(L-2)(2)(NDS)]center dot 2H2O}(n) (2), {[Ag-3(L-2)(2)(IQS)(2)]center dot(NO3)center dot 4H(2)O center dot 2MeOH}(n) (3), {[Ag-2(L-3)(2)(NDS)]center dot 4H(2)O}(n) (4), and {[Ag-2(L-3)(2)(IQS)]center dot(NO3)center dot H2O}(n) (5) (L-1 = 2,5-bis-pyridine-3-ylmethylene-cyclopentanone, L-2 = 2,5-bis-pyridine-3-ylmethylene-cyclohexanone, L-3 = 2,5-bis-pyridine-4-ylmethylene-cyclopentanone, NDS = naphthalene disulfonate, and IQS = isoquinoline-5-sulfonate) have been synthesized and characterized by elemental analysis, IR, powder X-ray diffraction, and single-crystal X-ray diffraction. Complexes 13 were found to have sulfonate supported Ag center dot center dot center dot Ag interaction, and the sulfonate ions act as linkers to form higher dimensional networks (ladder, two- and three-dimensional networks). The complexes 4 and 5, which contain 4-pyridyl substitution, do not form such Ag center dot center dot center dot Ag interactions, indicating a clear tendency of 3-pyridyl derivatives to promote such interactions over 4-pyridyl derivatives. This observation was also evidenced by the analysis of Ag(I) complexes in Cambridge Structural Database. Further, complexes 15 were found to exhibit solid-state photoluminescence in the green region at room temperature.

  DOI：

  10.1021/cg500898c
• 作为产物：
  描述：

  3-吡啶甲醛 、 环戊酮 在 sodium hydroxide 作用下， 以 水 为溶剂， 反应 5.0h， 生成 2,5-di(3-pyridylmethylidene)cyclopentanone
  参考文献：
  名称：

  Design, Synthesis, and Photoluminescence Properties of One-, Two-, and Three-Dimensional Coordination Polymers: Anion-Assisted Argentophillic Interactions as Building Blocks

  摘要：

  Five new Ag(I) complexes of the formulae {[Ag-2(L-1)(2)(NDS)](3)H2O}(n) (1), {[Ag-2(L-2)(2)(NDS)]center dot 2H2O}(n) (2), {[Ag-3(L-2)(2)(IQS)(2)]center dot(NO3)center dot 4H(2)O center dot 2MeOH}(n) (3), {[Ag-2(L-3)(2)(NDS)]center dot 4H(2)O}(n) (4), and {[Ag-2(L-3)(2)(IQS)]center dot(NO3)center dot H2O}(n) (5) (L-1 = 2,5-bis-pyridine-3-ylmethylene-cyclopentanone, L-2 = 2,5-bis-pyridine-3-ylmethylene-cyclohexanone, L-3 = 2,5-bis-pyridine-4-ylmethylene-cyclopentanone, NDS = naphthalene disulfonate, and IQS = isoquinoline-5-sulfonate) have been synthesized and characterized by elemental analysis, IR, powder X-ray diffraction, and single-crystal X-ray diffraction. Complexes 13 were found to have sulfonate supported Ag center dot center dot center dot Ag interaction, and the sulfonate ions act as linkers to form higher dimensional networks (ladder, two- and three-dimensional networks). The complexes 4 and 5, which contain 4-pyridyl substitution, do not form such Ag center dot center dot center dot Ag interactions, indicating a clear tendency of 3-pyridyl derivatives to promote such interactions over 4-pyridyl derivatives. This observation was also evidenced by the analysis of Ag(I) complexes in Cambridge Structural Database. Further, complexes 15 were found to exhibit solid-state photoluminescence in the green region at room temperature.

  DOI：

  10.1021/cg500898c

文献信息

• Design, Synthesis, and Photoluminescence Properties of One-, Two-, and Three-Dimensional Coordination Polymers: Anion-Assisted Argentophillic Interactions as Building Blocks
  作者：Kaustuv Banerjee、Sandipan Roy、Kumar Biradha

  DOI：10.1021/cg500898c

  日期：2014.10.1

  Five new Ag(I) complexes of the formulae [Ag-2(L-1)(2)(NDS)](3)H2O}(n) (1), [Ag-2(L-2)(2)(NDS)]center dot 2H2O}(n) (2), [Ag-3(L-2)(2)(IQS)(2)]center dot(NO3)center dot 4H(2)O center dot 2MeOH}(n) (3), [Ag-2(L-3)(2)(NDS)]center dot 4H(2)O}(n) (4), and [Ag-2(L-3)(2)(IQS)]center dot(NO3)center dot H2O}(n) (5) (L-1 = 2,5-bis-pyridine-3-ylmethylene-cyclopentanone, L-2 = 2,5-bis-pyridine-3-ylmethylene-cyclohexanone, L-3 = 2,5-bis-pyridine-4-ylmethylene-cyclopentanone, NDS = naphthalene disulfonate, and IQS = isoquinoline-5-sulfonate) have been synthesized and characterized by elemental analysis, IR, powder X-ray diffraction, and single-crystal X-ray diffraction. Complexes 13 were found to have sulfonate supported Ag center dot center dot center dot Ag interaction, and the sulfonate ions act as linkers to form higher dimensional networks (ladder, two- and three-dimensional networks). The complexes 4 and 5, which contain 4-pyridyl substitution, do not form such Ag center dot center dot center dot Ag interactions, indicating a clear tendency of 3-pyridyl derivatives to promote such interactions over 4-pyridyl derivatives. This observation was also evidenced by the analysis of Ag(I) complexes in Cambridge Structural Database. Further, complexes 15 were found to exhibit solid-state photoluminescence in the green region at room temperature.