4-(4-Bromophenyl)-2,6-bis(6-methoxypyridin-2-yl)pyridine | 929207-10-3

• 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: 4-(4-Bromophenyl)-2,6-bis(6-methoxypyridin-2-yl)pyridine
• CAS: 929207-10-3
• 化学式: C₂₃H₁₈BrN₃O₂
• 分子量: 448.319
• InChiKey: JLTHCMVRSZLHHN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  29
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  57.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-(4-Bromophenyl)-2,6-bis(6-methoxypyridin-2-yl)pyridine 在 bis-triphenylphosphine-palladium(II) chloride potassium carbonate 、 联硼酸频那醇酯 作用下， 以 二甲基亚砜 为溶剂， 以76%的产率得到4-[4-[4-[2,6-Bis(6-methoxypyridin-2-yl)pyridin-4-yl]phenyl]phenyl]-2,6-bis(6-methoxypyridin-2-yl)pyridine
  参考文献：
  名称：

  Synthesis of π-conjugated, pyridine ring functionalized bis-terpyridines with efficient green, blue, and purple emission

  摘要：

  A large variety of rigid, pi-conjugated, pyridine ring functionalized bis-terpyridines are synthesized efficiently using tandem Miyaura/Suzuki-type cross-coupling reaction. Photophysical property study reveals that the absorption and luminescent properties of the obtained bis-terpyridines are profoundly affected by the nature of the functional groups at the peripheral pyridine and the spacers. Namely, by tailoring precisely the Structures, the light-emitting efficiencies of bis-terpyridines can be enhanced significantly with quantum yields (phi(f)) of up to 0.62, and the emission colors can be tuned to display distinct colors including purple, bright blue, and bright green. Consequently, the novel bis-terpyridines are attractive ligands for the assembly of new metallo-supramolecule based functional materials. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.06.106
• 作为产物：
  描述：

  2-乙酰基-6-溴吡啶 在 ammonium hydroxide 、 sodium hydroxide 作用下， 以 1,4-二氧六环 、 甲醇 为溶剂， 反应 108.0h， 生成 4-(4-Bromophenyl)-2,6-bis(6-methoxypyridin-2-yl)pyridine
  参考文献：
  名称：

  Diverse Synthesis of Novel Bisterpyridines via Suzuki-Type Cross-Coupling

  摘要：

  A new protocol is presented for the synthesis of novel bisterpyridine derivatives using palladium-catalyzed Miyaura- and Suzuki-type cross-couplings as the key reactions. This protocol is quick, efficient, mild, and broadly applicable for the construction of versatile bisterpyridines by symmetric and unsymmetric introduction of various substituents in the pyridine rings as well as by tuning the spacers for bridging the two terpyridine moieties.

  DOI：

  10.1021/ol062788h

文献信息

• Synthesis of π-conjugated, pyridine ring functionalized bis-terpyridines with efficient green, blue, and purple emission
  作者：Fu-She Han、Masayoshi Higuchi、Dirk G. Kurth

  DOI：10.1016/j.tet.2008.06.106

  日期：2008.9

  A large variety of rigid, pi-conjugated, pyridine ring functionalized bis-terpyridines are synthesized efficiently using tandem Miyaura/Suzuki-type cross-coupling reaction. Photophysical property study reveals that the absorption and luminescent properties of the obtained bis-terpyridines are profoundly affected by the nature of the functional groups at the peripheral pyridine and the spacers. Namely, by tailoring precisely the Structures, the light-emitting efficiencies of bis-terpyridines can be enhanced significantly with quantum yields (phi(f)) of up to 0.62, and the emission colors can be tuned to display distinct colors including purple, bright blue, and bright green. Consequently, the novel bis-terpyridines are attractive ligands for the assembly of new metallo-supramolecule based functional materials. (C) 2008 Elsevier Ltd. All rights reserved.
• Diverse Synthesis of Novel Bisterpyridines via Suzuki-Type Cross-Coupling
  作者：Fu She Han、Masayoshi Higuchi、Dirk G. Kurth

  DOI：10.1021/ol062788h

  日期：2007.2.1

  A new protocol is presented for the synthesis of novel bisterpyridine derivatives using palladium-catalyzed Miyaura- and Suzuki-type cross-couplings as the key reactions. This protocol is quick, efficient, mild, and broadly applicable for the construction of versatile bisterpyridines by symmetric and unsymmetric introduction of various substituents in the pyridine rings as well as by tuning the spacers for bridging the two terpyridine moieties.