5,5''-dibromo-4-methoxyethoxymethoxymethylpyridine | 223463-04-5

• 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: 5,5''-dibromo-4-methoxyethoxymethoxymethylpyridine
• 英文别名: 2,6-Dibromo-4-(2-methoxyethoxymethoxymethyl)pyridine
• CAS: 223463-04-5
• 化学式: C₁₀H₁₃Br₂NO₃
• 分子量: 355.026
• InChiKey: KDXPNAFGUUOILE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  16
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  40.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,5-二溴吡啶 、 5,5''-dibromo-4-methoxyethoxymethoxymethylpyridine 在 四(三苯基膦)钯 NaSn(CH₃)3 作用下， 生成 5,5''-dibromo-4'-methoxyethoxymethoxymethyl-2,2':6',2''-terpyridine
  参考文献：
  名称：

  5,5″-Disubstituted 2,2′:6′,2″-Terpyridines through and for Metal-Mediated Cross-Coupling Chemistry

  摘要：

  The 0.3-5 g scale syntheses of the 2,2':6',2 "-terpyridines 3, 6, 9, and 10 are described. The pyridine units are connected to one another by Pd-catalyzed cross-coupling reactions. This method allows the easy introduction of halogen, stannyl, and boronic ester functionalities at positions C-5 and C-5 "; this results in a novel functionality pattern for terpyridines that considerably widens the applicability of this class of tridentate ligands for supra- and macromolecular applications. The feasibility of growth reactions with these novel terpyridines was demonstrated by the synthesis of compounds 12a-c.

  DOI：

  10.1002/(sici)1521-3765(19990301)5:3<854::aid-chem854>3.0.co;2-8
• 作为产物：
  描述：

  2,6-二溴异烟酸甲酯 在 lithium aluminium tetrahydride 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 5.0h， 生成 5,5''-dibromo-4-methoxyethoxymethoxymethylpyridine
  参考文献：
  名称：

  5,5″-Disubstituted 2,2′:6′,2″-Terpyridines through and for Metal-Mediated Cross-Coupling Chemistry

  摘要：

  The 0.3-5 g scale syntheses of the 2,2':6',2 "-terpyridines 3, 6, 9, and 10 are described. The pyridine units are connected to one another by Pd-catalyzed cross-coupling reactions. This method allows the easy introduction of halogen, stannyl, and boronic ester functionalities at positions C-5 and C-5 "; this results in a novel functionality pattern for terpyridines that considerably widens the applicability of this class of tridentate ligands for supra- and macromolecular applications. The feasibility of growth reactions with these novel terpyridines was demonstrated by the synthesis of compounds 12a-c.

  DOI：

  10.1002/(sici)1521-3765(19990301)5:3<854::aid-chem854>3.0.co;2-8

文献信息

• 5,5″-Disubstituted 2,2′:6′,2″-Terpyridines through and for Metal-Mediated Cross-Coupling Chemistry
  作者：Uwe Lehmann、Oliver Henze、A. Dieter Schlüter

  DOI：10.1002/(sici)1521-3765(19990301)5:3<854::aid-chem854>3.0.co;2-8

  日期：1999.3.1

  The 0.3-5 g scale syntheses of the 2,2':6',2 "-terpyridines 3, 6, 9, and 10 are described. The pyridine units are connected to one another by Pd-catalyzed cross-coupling reactions. This method allows the easy introduction of halogen, stannyl, and boronic ester functionalities at positions C-5 and C-5 "; this results in a novel functionality pattern for terpyridines that considerably widens the applicability of this class of tridentate ligands for supra- and macromolecular applications. The feasibility of growth reactions with these novel terpyridines was demonstrated by the synthesis of compounds 12a-c.