6-Bromo-2-(p-phenyl-1,3-dioxolane)pyridine | 241486-76-0

• 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: 6-Bromo-2-(p-phenyl-1,3-dioxolane)pyridine
• CAS: 241486-76-0
• 化学式: C₁₄H₁₂BrNO₂
• 分子量: 306.159
• InChiKey: FWYKULNFLDQFGI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.56
• 重原子数：
  18.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  31.35
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  6-Bromo-2-(p-phenyl-1,3-dioxolane)pyridine 在 盐酸 、 正丁基锂 、 水 作用下， 以 乙醚 、 正己烷 为溶剂， 反应 13.83h， 生成 6,6'-Di-(p-formylphenyl)-2,2'-bipyridine
  参考文献：
  名称：

  Intramolecular Energy Transfer in Bis-porphyrins Containing Diimine Chelates of Variable Geometry as Spacers

  摘要：

  Free-base porphyrin dimers bridged by either 6,6'-diphenyl-2,2'-bipyridine or 2,9-diphenyl-1,10-phenanthroline spacers were synthesized and characterized. Metallation of one of the porphyrins with Zn-II allowed us to study intramolecular energy-transfer processes between the Zn-II-porphyrin photoreceptor and the free-base porphyrin energy acceptor by time-correlated single-photon counting. The rate of energy transfer was shown to depend strongly on the nature of the bridge, being enhanced by a factor of nearly 6 when comparing the (cis) phenanthroline bridge with the trans-bipyridine bridge. A detailed analysis of the fluorescence decays suggests the presence of two slowly interconverting conformers for the 6,6'-djphenyl-2,2'-bipyridine spacer.

  DOI：

  10.1002/(sici)1521-3765(19990702)5:7<2089::aid-chem2089>3.0.co;2-g
• 作为产物：
  描述：

  2,6-二溴吡啶 、 2-(4-溴苯基)-1,3-二氧戊环 在 四(三苯基膦)钯 叔丁基锂 、 magnesium bromide 作用下， 以 四氢呋喃 、 正戊烷 、 乙醚 为溶剂， 反应 48.67h， 以66%的产率得到6-Bromo-2-(p-phenyl-1,3-dioxolane)pyridine
  参考文献：
  名称：

  Intramolecular Energy Transfer in Bis-porphyrins Containing Diimine Chelates of Variable Geometry as Spacers

  摘要：

  Free-base porphyrin dimers bridged by either 6,6'-diphenyl-2,2'-bipyridine or 2,9-diphenyl-1,10-phenanthroline spacers were synthesized and characterized. Metallation of one of the porphyrins with Zn-II allowed us to study intramolecular energy-transfer processes between the Zn-II-porphyrin photoreceptor and the free-base porphyrin energy acceptor by time-correlated single-photon counting. The rate of energy transfer was shown to depend strongly on the nature of the bridge, being enhanced by a factor of nearly 6 when comparing the (cis) phenanthroline bridge with the trans-bipyridine bridge. A detailed analysis of the fluorescence decays suggests the presence of two slowly interconverting conformers for the 6,6'-djphenyl-2,2'-bipyridine spacer.

  DOI：

  10.1002/(sici)1521-3765(19990702)5:7<2089::aid-chem2089>3.0.co;2-g