N-(2-(2,2-dipicolylamino)ethyl)-p-anisidine | 1333877-96-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: N-(2-(2,2-dipicolylamino)ethyl)-p-anisidine
• 英文别名: N-(4-methoxyphenyl)-N',N'-bis(pyridin-2-ylmethyl)ethane-1,2-diamine
• CAS: 1333877-96-5
• 化学式: C₂₁H₂₄N₄O
• 分子量: 348.448
• InChiKey: YWLDHBLNEXTJCR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  26
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  50.3
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  N-(4-甲氧基苯基)乙二胺 、 2-氯甲基吡啶盐酸盐 在 sodium hydroxide 、 三乙胺 作用下， 以 水 、 苯 为溶剂， 反应 3.0h， 以26%的产率得到N-(2-(2,2-dipicolylamino)ethyl)-p-anisidine
  参考文献：
  名称：

  Control of peroxyoxalate chemiluminescence by nitrogen-containing ligand quenching: turning off and on by ligand–metal ion host–guest interactions

  摘要：

  The control of peroxyoxalate chemiluminescence (PO-CL) by the coordination of nitrogen-containing ligands and metal cations was investigated. Turning the CL off and on was done by PO-CL using 15-monoazacrown-5-tethered anthracene and alkali metal ions. CL quenching and regeneration was also observed in the separated molecular system of 15-monoazacrown-5 and the fluorophores. CL quenching by a number of ligands bearing dipicolylamino groups was evaluated by these PO-CL reactions and found to be closely related to their oxidation potentials, which is dependent on the Weller rate law for electron exchange and this provides strong support for the existence of the CIEEL PO-CL process. When Zn2+ or Cu2+ are added to the PO-CL system quenched by the ligand, N-[2-(2,2'-dipicolylamino)ethyl]aniline, CL was turned on because the electron donating ability of the ligands was modulated. This was controlled by the coordination of the studied metal ions and, therefore, this system results in CL because of host-guest interactions. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.06.078

文献信息

• Control of peroxyoxalate chemiluminescence by nitrogen-containing ligand quenching: turning off and on by ligand–metal ion host–guest interactions
  作者：Takayuki Maruyama、Yasuyuki Fujie、Noriyuki Oya、Eisuke Hosaka、Aki Kanazawa、Daisuke Tanaka、Yoshiyuki Hattori、Jiro Motoyoshiya

  DOI：10.1016/j.tet.2011.06.078

  日期：2011.9

  The control of peroxyoxalate chemiluminescence (PO-CL) by the coordination of nitrogen-containing ligands and metal cations was investigated. Turning the CL off and on was done by PO-CL using 15-monoazacrown-5-tethered anthracene and alkali metal ions. CL quenching and regeneration was also observed in the separated molecular system of 15-monoazacrown-5 and the fluorophores. CL quenching by a number of ligands bearing dipicolylamino groups was evaluated by these PO-CL reactions and found to be closely related to their oxidation potentials, which is dependent on the Weller rate law for electron exchange and this provides strong support for the existence of the CIEEL PO-CL process. When Zn2+ or Cu2+ are added to the PO-CL system quenched by the ligand, N-[2-(2,2'-dipicolylamino)ethyl]aniline, CL was turned on because the electron donating ability of the ligands was modulated. This was controlled by the coordination of the studied metal ions and, therefore, this system results in CL because of host-guest interactions. (C) 2011 Elsevier Ltd. All rights reserved.