1-(3-oxo-[2-(6-bromopyridyl)]propen-1-yl)-4-bromobenzene | 1180668-43-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: 1-(3-oxo-[2-(6-bromopyridyl)]propen-1-yl)-4-bromobenzene
• 英文别名: (E)-3-(4-bromophenyl)-1-(6-bromopyridin-2-yl)prop-2-en-1-one；1-(3-Oxo-3-[2-(6-bromopyridyl)]propen-1-yl)-4-bromobenzene
• CAS: 1180668-43-2
• 化学式: C₁₄H₉Br₂NO
• 分子量: 367.04
• InChiKey: ZUMLKXKGMNKVFW-RMKNXTFCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  30
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(3-oxo-[2-(6-bromopyridyl)]propen-1-yl)-4-bromobenzene 、 1-[2-氧-2-(2-吡啶基)乙基]碘化吡啶 在 ammonium acetate 作用下， 以 甲醇 为溶剂， 反应 24.0h， 以74%的产率得到4'-(4-bromophenyl)-6-bromo-2,2':6',2''-terpyridine
  参考文献：
  名称：

  衍生自手性双三联吡啶的旋光性金属超分子聚合物

  摘要：

  光学活性的金属-超分子聚合物是通过将Fe（II）离子与新的在周边吡啶环邻位含有手性四甘醇单元的双-双吡啶络合而成功合成的。此外，我们还揭示了溶剂和温度对聚合物组装和拆卸行为的影响。

  DOI：

  10.1021/ol901293r
• 作为产物：
  描述：

  2-乙酰基-6-溴吡啶 、 对溴苯甲醛 在 sodium hydroxide 作用下， 以 甲醇 、 水 为溶剂， 以60%的产率得到1-(3-oxo-[2-(6-bromopyridyl)]propen-1-yl)-4-bromobenzene
  参考文献：
  名称：

  衍生自手性双三联吡啶的旋光性金属超分子聚合物

  摘要：

  光学活性的金属-超分子聚合物是通过将Fe（II）离子与新的在周边吡啶环邻位含有手性四甘醇单元的双-双吡啶络合而成功合成的。此外，我们还揭示了溶剂和温度对聚合物组装和拆卸行为的影响。

  DOI：

  10.1021/ol901293r

文献信息

• Synthesis of Unsymmetrical Polysubstituted Pyridines from β-Sulfonylvinylamines via 1-Aza-Allyl Anion Intermediates
  作者：Mark Lautens、Chan Lau、Gavin Tsui

  DOI：10.1055/s-0031-1289578

  日期：2011.12

  A modular synthesis of highly functionalized unsymmetrical pyridines has been developed from reacting β-sulfonylvinylamines with α,β-unsaturated systems in the presence of base via the formation of 1-aza-allyl anion intermediates. β-sulfonylvinylamines - 2,4,6-triarylpyridines - 1-aza-allyl anions - α,β-unsaturated ketones - cascade reactions

  通过在碱的存在下通过形成1-氮杂-烯丙基阴离子中间体，使β-磺酰基乙烯基胺与α，β-不饱和体系反应，已经开发了高度官能化的不对称吡啶的模块合成。 β-磺酰基乙烯基胺-2,4,6-三芳基吡啶-1-氮杂烯丙基阴离子-α，β-不饱和酮-级联反应
• Metallosupramolecular Polyelectrolytes Self-Assembled from Various Pyridine Ring-Substituted Bisterpyridines and Metal Ions:  Photophysical, Electrochemical, and Electrochromic Properties
  作者：Fu She Han、Masayoshi Higuchi、Dirk G. Kurth

  DOI：10.1021/ja710380a

  日期：2008.2.1

  This work presents several metallosupramolecular coordination polyelectrolytes (MEPEs) Self-assembled from rigid, pi-conjugated, pyridine ring functionalized bisterpyridines and metal ions. The MEPEs are water-soluble and display different colors spanning the entire visible regions. Optical, electrochemical, and electrochromic properties of the obtained MEPEs are presented. The results show that the properties are profoundly affected by the nature of the substituents at the peripheral pyridine rings. Namely, MEPEs assembled from the electron-rich OMe group modified ligands exhibit high switching reversibility and stability and show a lower switching potential than the unsubstituted and electron-deficient Br-substituted analogues. The response times can be tuned either by the design of the ligands or by the choice of the metal ions to cover a broad time scale from under 1 s to several minutes. The optical memory is enhanced from 30 s to longer than 15 min as a comparison of unsubstituted and substituted MEPEs shows. Thus, the significantly enhanced stability and the ease of tuning the properties render this type of supramolecular assembly attractive as electrochromic materials for applications in a large variety of areas. Most importantly, we presented the structure-property relationships of MEPEs, which lays the groundwork for further design of new bisterpyridine-based metallosupramolecular functional materials.
• Optically Active Metallo-Supramolecular Polymers Derived from Chiral<i>Bis</i>-terpyridines
  作者：Ravindra R. Pal、Masayoshi Higuchi、Dirk G. Kurth

  DOI：10.1021/ol901293r

  日期：2009.8.20

  The optically active metallo-supramolecular polymers were successfully synthesized via complexation of Fe(II) ions with new bis-terpyridines containing chiral tetra-ethylene glycol units at the ortho-position of the peripheral pyridine rings. In addition, we also revealed solvent and temperature effects toward assembly and dis-assembly behavior of polymers.

  光学活性的金属-超分子聚合物是通过将Fe（II）离子与新的在周边吡啶环邻位含有手性四甘醇单元的双-双吡啶络合而成功合成的。此外，我们还揭示了溶剂和温度对聚合物组装和拆卸行为的影响。