2-Bromo-6-[2-[2-[2-(6-bromopyridin-2-yl)oxyethoxy]ethoxy]ethoxy]pyridine | 848951-18-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-Bromo-6-[2-[2-[2-(6-bromopyridin-2-yl)oxyethoxy]ethoxy]ethoxy]pyridine
• CAS: 848951-18-8
• 化学式: C₁₆H₁₈Br₂N₂O₄
• 分子量: 462.138
• InChiKey: GNIWRNLVCXYUOB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  24
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  62.7
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-Bromo-6-[2-[2-[2-(6-bromopyridin-2-yl)oxyethoxy]ethoxy]ethoxy]pyridine 在 四(三苯基膦)钯 2,6-二叔丁基-4-甲基苯酚 作用下， 以 甲苯 为溶剂， 反应 32.0h， 生成 11,14,17,20-Tetraoxa-25,26-diazatetracyclo[19.3.1.16,10.02,5]hexacosa-1(25),6(26),7,9,21,23-hexaene
  参考文献：
  名称：

  Synthesis and Complexing Properties of [2.n](2,6)Pyridinocrownophanes

  摘要：

  [2.n](2,6)Pyridinocrownophanes (3a-e) were efficiently prepared by intramolecular [2 + 2] photocycloaddition of vinylpyridine derivatives under irradiation using a 400-W high-pressure mercury lamp through a Pyrex filter. They were of cis-configuration with respect to the cyclobutane ring, which was proven by the specific methine proton NMR resonances at delta 3.98-4.08. From ESI-MS analysis 3a-e were found to form 1:1 complexes with Ag+ cation. In a liquid-liquid extraction, 3 showed the highest affinity toward Ag+ cation among several heavy metal nitrates. In this series, 3c possessing four ethereal oxygen atoms was found to show the highest Ag+ affinity, according to the liquid-liquid extraction and determination of stability constant with the cation. The photoreactivity of precursor vinylpyridines is discussed by the predictor gamma(r(c)) proposed by Caldwell.

  DOI：

  10.1021/jo0402374
• 作为产物：
  描述：

  2,6-二溴吡啶 、 三乙二醇 在 sodium hydride 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 4.5h， 以85%的产率得到2-Bromo-6-[2-[2-[2-(6-bromopyridin-2-yl)oxyethoxy]ethoxy]ethoxy]pyridine
  参考文献：
  名称：

  Synthesis and Complexing Properties of [2.n](2,6)Pyridinocrownophanes

  摘要：

  [2.n](2,6)Pyridinocrownophanes (3a-e) were efficiently prepared by intramolecular [2 + 2] photocycloaddition of vinylpyridine derivatives under irradiation using a 400-W high-pressure mercury lamp through a Pyrex filter. They were of cis-configuration with respect to the cyclobutane ring, which was proven by the specific methine proton NMR resonances at delta 3.98-4.08. From ESI-MS analysis 3a-e were found to form 1:1 complexes with Ag+ cation. In a liquid-liquid extraction, 3 showed the highest affinity toward Ag+ cation among several heavy metal nitrates. In this series, 3c possessing four ethereal oxygen atoms was found to show the highest Ag+ affinity, according to the liquid-liquid extraction and determination of stability constant with the cation. The photoreactivity of precursor vinylpyridines is discussed by the predictor gamma(r(c)) proposed by Caldwell.

  DOI：

  10.1021/jo0402374

文献信息

• Synthesis and Complexing Properties of [2.<i>n</i>](2,6)Pyridinocrownophanes
  作者：Seiichi Inokuma、Hayato Ide、Tomomi Yonekura、Takashi Funaki、Shin-ichi Kondo、Satoru Shiobara、Toshitada Yoshihara、Seiji Tobita、Jun Nishimura

  DOI：10.1021/jo0402374

  日期：2005.3.1

  [2.n](2,6)Pyridinocrownophanes (3a-e) were efficiently prepared by intramolecular [2 + 2] photocycloaddition of vinylpyridine derivatives under irradiation using a 400-W high-pressure mercury lamp through a Pyrex filter. They were of cis-configuration with respect to the cyclobutane ring, which was proven by the specific methine proton NMR resonances at delta 3.98-4.08. From ESI-MS analysis 3a-e were found to form 1:1 complexes with Ag+ cation. In a liquid-liquid extraction, 3 showed the highest affinity toward Ag+ cation among several heavy metal nitrates. In this series, 3c possessing four ethereal oxygen atoms was found to show the highest Ag+ affinity, according to the liquid-liquid extraction and determination of stability constant with the cation. The photoreactivity of precursor vinylpyridines is discussed by the predictor gamma(r(c)) proposed by Caldwell.