2,6-bis(3-oxo-3-(2-methoxyphenyl)propionyl)pyridine | 1574222-31-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,6-bis(3-oxo-3-(2-methoxyphenyl)propionyl)pyridine
• CAS: 1574222-31-3
• 化学式: C₂₅H₂₁NO₆
• 分子量: 431.445
• InChiKey: DXAOFDPZHLQZPV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.01
• 重原子数：
  32.0
• 可旋转键数：
  10.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  99.63
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  2,6-bis(3-oxo-3-(2-methoxyphenyl)propionyl)pyridine 在 一水合肼 作用下， 以 甲醇 为溶剂， 以87%的产率得到2,6-bis(3-oxo-3-(2-methoxyphenyl)propionyl)pyridine
  参考文献：
  名称：

  Three-Way Crystal-to-Crystal Reversible Transformation and Controlled Spin Switching by a Nonporous Molecular Material

  摘要：

  Porous materials capable of hosting external molecules are paramount in basic and applied research. Nonporous materials able to incorporate molecules via internal lattice reorganization are however extremely rare since their structural integrity usually does not resist the guest exchange processes. The novel heteroleptic low-spin Fe(II) complex [Fe(bpp)(H2L)](ClO4)(2)center dot 1.5C(3)H(6)O (1; bpp = 2,6-bis(pyrazol-3-yl)pyridine, H2L 2,6-bis(5-(2-methoxyphenyl)pyrazol-3-yl)pyridine) crystallizes as a compact discrete, nonporous material hosting solvate molecules of acetone. The system is able to extrude one-third of these molecules to lead to [Fe(bpp)(H2L)](ClO4)(2)center dot C3H6O (2), switching to the high-spin state while experiencing a profound crystallographic change. Compound 2 can be reversed to the original material upon reabsorption of acetone. Single crystal X-ray diffraction experiments on the latter system (1') and on 2 show that these are reversible single-crystal-to-single-crystal (SCSC) transformations. Likewise, complex 2 can replace acetone by MeOH and H2O to form [Fe(bpp)(H(2)LA(ClO4)(2)center dot 1.25MeOH:0.5H(2)O (3) through a SCSC process that also implies a switch to the spin state. The 3 -> 1 transformation through acetone reabsorption is also demonstrated. Besides the spin switching at room temperature, this series of SCSC transformations causes macroscopic changes in color that can be followed by the naked eye. The reversible exchanges of chemicals are therefore easily sensed at the temperature at which these occur, contrary to what is the case for most of the few existing nonporous spin-based sensors, which feature a large temperature gap between the process monitored and the mechanism of detection.

  DOI：

  10.1021/ja411595y
• 作为产物：
  描述：

  2'-甲氧基苯乙酮 、 2,6-吡啶二羧酸二乙酯 在 sodium hydride 作用下， 以 乙二醇二甲醚 为溶剂， 反应 0.33h， 以50%的产率得到2,6-bis(3-oxo-3-(2-methoxyphenyl)propionyl)pyridine
  参考文献：
  名称：

  Three-Way Crystal-to-Crystal Reversible Transformation and Controlled Spin Switching by a Nonporous Molecular Material

  摘要：

  Porous materials capable of hosting external molecules are paramount in basic and applied research. Nonporous materials able to incorporate molecules via internal lattice reorganization are however extremely rare since their structural integrity usually does not resist the guest exchange processes. The novel heteroleptic low-spin Fe(II) complex [Fe(bpp)(H2L)](ClO4)(2)center dot 1.5C(3)H(6)O (1; bpp = 2,6-bis(pyrazol-3-yl)pyridine, H2L 2,6-bis(5-(2-methoxyphenyl)pyrazol-3-yl)pyridine) crystallizes as a compact discrete, nonporous material hosting solvate molecules of acetone. The system is able to extrude one-third of these molecules to lead to [Fe(bpp)(H2L)](ClO4)(2)center dot C3H6O (2), switching to the high-spin state while experiencing a profound crystallographic change. Compound 2 can be reversed to the original material upon reabsorption of acetone. Single crystal X-ray diffraction experiments on the latter system (1') and on 2 show that these are reversible single-crystal-to-single-crystal (SCSC) transformations. Likewise, complex 2 can replace acetone by MeOH and H2O to form [Fe(bpp)(H(2)LA(ClO4)(2)center dot 1.25MeOH:0.5H(2)O (3) through a SCSC process that also implies a switch to the spin state. The 3 -> 1 transformation through acetone reabsorption is also demonstrated. Besides the spin switching at room temperature, this series of SCSC transformations causes macroscopic changes in color that can be followed by the naked eye. The reversible exchanges of chemicals are therefore easily sensed at the temperature at which these occur, contrary to what is the case for most of the few existing nonporous spin-based sensors, which feature a large temperature gap between the process monitored and the mechanism of detection.

  DOI：

  10.1021/ja411595y