N-(2-{(E)-[(Pyridin-2-yl)methylidene]amino}ethyl)acetamide | 922154-89-0

• 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: N-(2-{(E)-[(Pyridin-2-yl)methylidene]amino}ethyl)acetamide
• 英文别名: N-[2-(pyridin-2-ylmethylideneamino)ethyl]acetamide
• CAS: 922154-89-0
• 化学式: C₁₀H₁₃N₃O
• 分子量: 191.233
• InChiKey: DFJGWMPODJPFGL-UHFFFAOYSA-N

物化性质

• 沸点：
  413.7±25.0 °C(Predicted)
• 密度：
  1.08±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  五羰基溴铼(I) 、 N-(2-{(E)-[(Pyridin-2-yl)methylidene]amino}ethyl)acetamide 以 甲醇 、 氯仿 为溶剂， 以33%的产率得到fac-[Re(CO)3Br(MeCONHCH2CH2NCHPy)]
  参考文献：
  名称：

  Synthesis and characterization of polyamidoamine dendrimers surface-functionalized with bromotricarbonylpyridyliminerhenium(I) units

  摘要：

  A novel type of rhenium-containing dendrimers has been prepared and characterized. A series of Schiff base-terminated PAMAM dendrimers were prepared by condensing the terminal amine groups of PAMAM dendrimers with pyridine-2-carboxaldehyde. Complete condensation of the terminal amines was confirmed by H-1 NMR spectroscopy. Bromotricarbonylrhenium(I) moieties were introduced onto the surface of these modified PAMAM derivatives by refluxing with bromopentacarbonylrhenium(l). These complexes had been characterized by a variety of analytical and spectroscopic techniques and their IR, NMR, and mass spectra discussed. The crystal structure of the model compound [(CH3CONHCH2CH2N=CH-Py)ReBr(CO)(3)] confirms a facial configuration of the three carbonyl ligands. UV-Vis absorption spectroscopy suggests that the {Re(CO)(3)) moieties are quite far apart even in the second generation PAMAM dendrimers and do not interact with one another. In fact, the intensity of the metal-to-ligand (d pi-p pi(*)) charge-transfer is a linear function of the number of {Re(CO)(3)} chromophores. (c) 2006 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2006.08.094

文献信息

• Synthesis and characterization of polyamidoamine dendrimers surface-functionalized with bromotricarbonylpyridyliminerhenium(I) units
  作者：Xinxin Zhao、Yaw-Kai Yan、Chit-Kay Chu

  DOI：10.1016/j.jorganchem.2006.08.094

  日期：2006.12

  A novel type of rhenium-containing dendrimers has been prepared and characterized. A series of Schiff base-terminated PAMAM dendrimers were prepared by condensing the terminal amine groups of PAMAM dendrimers with pyridine-2-carboxaldehyde. Complete condensation of the terminal amines was confirmed by H-1 NMR spectroscopy. Bromotricarbonylrhenium(I) moieties were introduced onto the surface of these modified PAMAM derivatives by refluxing with bromopentacarbonylrhenium(l). These complexes had been characterized by a variety of analytical and spectroscopic techniques and their IR, NMR, and mass spectra discussed. The crystal structure of the model compound [(CH3CONHCH2CH2N=CH-Py)ReBr(CO)(3)] confirms a facial configuration of the three carbonyl ligands. UV-Vis absorption spectroscopy suggests that the Re(CO)(3)) moieties are quite far apart even in the second generation PAMAM dendrimers and do not interact with one another. In fact, the intensity of the metal-to-ligand (d pi-p pi(*)) charge-transfer is a linear function of the number of Re(CO)(3)} chromophores. (c) 2006 Elsevier B.V. All rights reserved.