2-(2-fluorophenylazo)pyridine | 1300040-54-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-(2-fluorophenylazo)pyridine
• 英文别名: (2-Fluorophenyl)-pyridin-2-yldiazene；(2-fluorophenyl)-pyridin-2-yldiazene
• CAS: 1300040-54-3
• 化学式: C₁₁H₈FN₃
• 分子量: 201.203
• InChiKey: DGVFGSCDWOEDJD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  37.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(2-fluorophenylazo)pyridine 在 sodium azide 、 四丁基溴化铵 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 以79%的产率得到2-(2-pyridinyl)-2H-benzotriazole
  参考文献：
  名称：

  作为二齿配体的2-氮杂基-2H-苯并三唑的制备与评价：[2-（2-吡啶炔基）-2H-苯并三唑]（bpy）2Ru2 +的合成与表征

  摘要：

  摘要制备了5个2-氮杂基-2H-苯并三唑（氮杂基= 2-吡啶基，2-吡嗪基，2-嘧啶基，6-甲氧基-3-吡啶基，5-甲基-2-吡啶基），并作为二齿配体表征。这些和相关杂环的光谱和计算（TD-DFT）进行了研究，并在B3LYP / 6-31 ++ G（d，p）// B3LYP / 6-31G（d，p）的理论水平下进行了测试。 MgH2的配体，可以阐明络合物形成的趋势，其几何结构与环结构的关系以及氮原子在嗪环中的位置和位置Ru2 +带有2-吡啶基-2H的络合物7a-Ru制备了苯并三唑（7a）和两个bpy配体，并在结构，光谱和电化学方面进行了表征。 将结果与类似配合物的结果进行比较，并在MgH2配合物的计算结果的背景下进行讨论。

  DOI：

  10.1016/j.poly.2011.02.023
• 作为产物：
  描述：

  2-氟苯胺 在 臭氧 、 sodium hydroxide 作用下， 以 二氯甲烷 、 水 、 甲苯 为溶剂， 反应 24.42h， 生成 2-(2-fluorophenylazo)pyridine
  参考文献：
  名称：

  Synthesis and structural, spectroscopic, and electrochemical characterization of benzo[c]quinolizinium and its 5-aza-, 6-aza, and 5,6-diaza analogues

  摘要：

  Four heterocyclic salts 1a-d were prepared by Ca2+-assisted cyclization of fluoro derivatives 3, and investigated by spectroscopic (NMR and UV), electrochemical, and computational (DFT and MP2) methods. The mechanism for the formation of the cations was investigated at the DFT level of theory. 2-D NMR spectroscopy for 1[ClO4] in DMSO-d(6) aided with DFT results permitted the assignment of H-1 and C-13 NMR signals in cations 1. The molecular and crystal structures for 1a[ClO4] [C13H10ClNO4 triclinic, P-1, a=9.6517(12) angstrom, 6=11.0470(13) angstrom, c=12.2373(15) angstrom, alpha=67.615(1)degrees, beta=78.845(2)degrees, gamma=87.559(2)degrees; V=1183.0(2) angstrom(3). Z=4] and 1d[ClO4] [C12H9ClN2O4 triclinic, P-1, alpha=5.9525(6) angstrom, b=8.3141(9) angstrom, c=12.2591 (13) angstrom, alpha=73.487(1)degrees, beta=83.814(1)degrees, gamma=83.456(1)degrees; V=576.07(10) angstrom(3), Z=2] were determined by X-ray crystallography and compared with results of DFT and MP2 calculations. Electrochemical analysis gave the reduction potential order (1b>1c similar to 1d>1a), which is consistent with computational results. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.03.023

文献信息

• Synthesis and structural, spectroscopic, and electrochemical characterization of benzo[c]quinolizinium and its 5-aza-, 6-aza, and 5,6-diaza analogues
  作者：Aleksandra Jankowiak、Emilia Obijalska、Piotr Kaszynski、Adam Pieczonka、Victor G. Young

  DOI：10.1016/j.tet.2011.03.023

  日期：2011.5

  Four heterocyclic salts 1a-d were prepared by Ca2+-assisted cyclization of fluoro derivatives 3, and investigated by spectroscopic (NMR and UV), electrochemical, and computational (DFT and MP2) methods. The mechanism for the formation of the cations was investigated at the DFT level of theory. 2-D NMR spectroscopy for 1[ClO4] in DMSO-d(6) aided with DFT results permitted the assignment of H-1 and C-13 NMR signals in cations 1. The molecular and crystal structures for 1a[ClO4] [C13H10ClNO4 triclinic, P-1, a=9.6517(12) angstrom, 6=11.0470(13) angstrom, c=12.2373(15) angstrom, alpha=67.615(1)degrees, beta=78.845(2)degrees, gamma=87.559(2)degrees; V=1183.0(2) angstrom(3). Z=4] and 1d[ClO4] [C12H9ClN2O4 triclinic, P-1, alpha=5.9525(6) angstrom, b=8.3141(9) angstrom, c=12.2591 (13) angstrom, alpha=73.487(1)degrees, beta=83.814(1)degrees, gamma=83.456(1)degrees; V=576.07(10) angstrom(3), Z=2] were determined by X-ray crystallography and compared with results of DFT and MP2 calculations. Electrochemical analysis gave the reduction potential order (1b>1c similar to 1d>1a), which is consistent with computational results. (C) 2011 Elsevier Ltd. All rights reserved.
• Preparation and evaluation of 2-azinyl-2H-benzotriazoles as bidentate ligands: Synthesis and characterization of [2-(2-pyridynyl)-2H-benzotriazole](bpy)2Ru2+
  作者：Emilia Obijalska、Piotr Kaszynski、Aleksandra Jankowiak、Victor G. Young

  DOI：10.1016/j.poly.2011.02.023

  日期：2011.4

  Abstract Five 2-azinyl-2H-benzotriazoles (azinyl = 2-pyridinyl, 2-pyrazinyl, 2-pyrimidinyl, 6-methoxy-3-pyridazinyl, 5-methyl-2-pyridinyl were prepared and characterized as bidentate ligands. The electronic structure of these and related heterocycles was investigated spectroscopically and computationally (TD-DFT). They were tested at the B3LYP/6-31++G(d, p)//B3LYP/6-31G(d, p) level of theory as ligands

  摘要制备了5个2-氮杂基-2H-苯并三唑（氮杂基= 2-吡啶基，2-吡嗪基，2-嘧啶基，6-甲氧基-3-吡啶基，5-甲基-2-吡啶基），并作为二齿配体表征。这些和相关杂环的光谱和计算（TD-DFT）进行了研究，并在B3LYP / 6-31 ++ G（d，p）// B3LYP / 6-31G（d，p）的理论水平下进行了测试。 MgH2的配体，可以阐明络合物形成的趋势，其几何结构与环结构的关系以及氮原子在嗪环中的位置和位置Ru2 +带有2-吡啶基-2H的络合物7a-Ru制备了苯并三唑（7a）和两个bpy配体，并在结构，光谱和电化学方面进行了表征。 将结果与类似配合物的结果进行比较，并在MgH2配合物的计算结果的背景下进行讨论。