5-pentafluorophenyl-2-aminopyrimidine | 1240137-74-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 5-pentafluorophenyl-2-aminopyrimidine
• 英文别名: 5-(perfluorophenyl)pyrimidin-2-amine；5-(pentafluorophenyl)pyrimidin-2-ylamine；5-(2,3,4,5,6-Pentafluorophenyl)pyrimidin-2-amine
• CAS: 1240137-74-9
• 化学式: C₁₀H₄F₅N₃
• 分子量: 261.154
• InChiKey: ZXNPAMWQLUBMEP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  51.8
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  5-pentafluorophenyl-2-aminopyrimidine 以 甲醇 为溶剂， 生成 [Ag(5-(p-methoxytetrafluorophenyl)-2-aminopyrimidine)(triflate)(ethanol)]_n
  参考文献：
  名称：

  与2-氨基嘧啶银（i）配位聚合物相比，5-氟芳烃-2-氨基嘧啶的结构变化：进展报告和概述†

  摘要：

  基于新合成的FAP衍生物，合成了多种氟芳烃-2-氨基嘧啶（FAP）银（I）配位聚合物（CP）。5-（对甲氧基四氟苯基）-2-氨基嘧啶 （OFAP）和 5-（对二甲氨基四氟苯基）-2-氨基嘧啶（NFAP），和不同的抗衡离子（OTF -，TFA -，CLO 4 -，NO 3 - ）。研究了它们的固态组装以及在发光和红外（IR）光谱方面的光学性能。在此描述的几个结构，我们获得了同构CP的以前的研究（5，9）中，CP架构具有短的Ag银的距离（8，3.049埃），但将[Ag（NFAP）的还多晶型晶体NO 3 ] n（11a，11b），后者显示出颜色和发光发射的差异。多态性为研究此类现象的起源提供了无与伦比的可能性，因为在这些银杂化固态材料中经常观察到发光发射，并且在某些情况下，Ag⋯Ag相互作用是这种现象的原因。我们表明，这一解释不一定是唯一的解释。因此，在我们自己和其他已知系统的全面比较中，我们还

  DOI：

  10.1039/c2ce26388b
• 作为产物：
  描述：

  N-(tert-butyl)-5-(perfluorophenyl)pyrimidin-2-amine 在 三氟甲苯 、 三氟乙酸 作用下， 以62 %的产率得到5-pentafluorophenyl-2-aminopyrimidine
  参考文献：
  名称：

  Substrate-controlled divergent remote C–H and N–H polyfluoroarylation of 2-aminopyrimidines with polyfluoroarenes via Pd(ii)/Pd(0) catalysis

  摘要：

  Substrate-controlled product divergence is demonstrated in Pd-catalyzed reaction of 2-aminopyrimidines. Remote C5–H polyfluoroarylation occurs with N-alkylpyrimidine-2-amines, while N–H polyfluoroarylation is dominant for N-aryl-pyrimidine-2-amines.

  DOI：

  10.1039/d4cc01518e

文献信息

• 2-Aminopyrimidine-Silver(I) Based Hybrid Organic Polymers: Self-Assembly and Phase Transitions of a Novel Class of Electronic Material
  作者：Ion Stoll、Regina Brockhinke、Andreas Brockhinke、Markus Böttcher、Thomas Koop、Hans-Georg Stammler、Beate Neumann、Andrea Niemeyer、Andreas Hütten、Jochen Mattay

  DOI：10.1021/cm101193g

  日期：2010.8.24

  Solution processing methods of conjugated polymers are an important strategy for the preparation of organic semiconductors. We introduce a novel family of semiconductors prepared by the solution based small molecule self-assembly of 2-amino-5-pentafluorophenylpyrimidine and various silver(I) salts (AgX; X = CO2CF3, SO3CF3, NO3). The compounds are analyzed by single crystal analysis revealing that the solid state assembly consists of alternating polymer strands of 2-aminopyrimidine and silver(I). The solid state assembly can be controlled by the silver counterion and the solvent yielding polymer strands with different interatomic parameters and optoelectrical properties. The compounds are optically characterized and reveal remarkably different solid state absorption when compared to the parent compound 2-aminopyrimidine in solution. Also, an exclusive solid state emissive state is observed. Herein, the excitation occurs not at the maximum but at the onset of absorbance. The silver(I)triflate-2-aminopyrimidine yields two different porous frameworks depending on the solvent used for crystallization. These porous frameworks are made of 1-dimensional polymer strands, and the pores are filled with solvent molecules. By heating and addition of solvent the frameworks can be reversibly converted into each other in the solid state, changing the optoelectrical properties. The compounds are thermodynamically analyzed by differential scanning calorimetry. Also, the electrical conductance was proven in a preliminary experiment on a thin crystalline film of 4.