芘-1-基甲基-吡啶-3-基-胺 | 1012370-88-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 芘
• 中文名称: 芘-1-基甲基-吡啶-3-基-胺
• 英文名称: pyren-1-ylmethyl-pyridin-3-yl-amine
• 英文别名: 3-(1-pyrenemethylamino)pyridine
• CAS: 1012370-88-5
• 化学式: C₂₂H₁₆N₂
• 分子量: 308.382
• InChiKey: RKCYROXKFJQXEC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.59
• 重原子数：
  24.0
• 可旋转键数：
  3.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  24.92
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  5,11,17,23-Tetrakis(bromomethyl)-4,6,10,12,16,18,22,24,25,26,27,28-dodecamethylpentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(25),3(28),4,6,9(27),10,12,15,17,19(26),21,23-dodecaene 、 芘-1-基甲基-吡啶-3-基-胺 以 二氯甲烷 为溶剂， 反应 48.0h， 以81%的产率得到tetra[3-(pyren-1-ylmethylamino)pyridinium-mesityl]calixarene bromide salt
  参考文献：
  名称：

  Induced Fit Interanion Discrimination by Binding-Induced Excimer Formation

  摘要：

  The synthesis, photophysical, and anion-binding properties of a series of di-, tri-, and tetrapodal anion-binding hosts based on aminopyridinium units with pyrenyl reporter groups are described. The ditopic mesitylene-derived calix[4]arene-based host 4 binds strongly to dicarboxylates, particularly malonate, in a 2:1 anion:host ratio but is essentially nonemissive in the presence of all anions except chloride because of intramolecular quenching by the pyridinium units. Addition of chloride results in a conformational change, giving an initial increase in emission assigned to intramolecular excimer formation. Further chloride addition also results in an increase in the intensity of the pyrenyl monomer emission as chloride binding reduces the acceptor ability of the pyridinium groups. This behavior is not exhibited by control compounds 5 and 6, which lack the ditopic geometry and calixarene spacer unit; however, tripodal 6 forms 1:2 anion:host complexes with a range of anions.

  DOI：

  10.1021/ja711012d
• 作为产物：
  描述：

  芘-1-基甲基-吡啶-3-基-亚胺 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 2.0h， 以66%的产率得到芘-1-基甲基-吡啶-3-基-胺
  参考文献：
  名称：

  Induced Fit Interanion Discrimination by Binding-Induced Excimer Formation

  摘要：

  The synthesis, photophysical, and anion-binding properties of a series of di-, tri-, and tetrapodal anion-binding hosts based on aminopyridinium units with pyrenyl reporter groups are described. The ditopic mesitylene-derived calix[4]arene-based host 4 binds strongly to dicarboxylates, particularly malonate, in a 2:1 anion:host ratio but is essentially nonemissive in the presence of all anions except chloride because of intramolecular quenching by the pyridinium units. Addition of chloride results in a conformational change, giving an initial increase in emission assigned to intramolecular excimer formation. Further chloride addition also results in an increase in the intensity of the pyrenyl monomer emission as chloride binding reduces the acceptor ability of the pyridinium groups. This behavior is not exhibited by control compounds 5 and 6, which lack the ditopic geometry and calixarene spacer unit; however, tripodal 6 forms 1:2 anion:host complexes with a range of anions.

  DOI：

  10.1021/ja711012d

文献信息

• Anion receptor coordination tripods capped by [9]ane-S₃
  作者：Adam M. Todd、Adam N. Swinburne、Andrés E. Goeta、Jonathan W. Steed

  DOI：10.1039/c2nj40401j

  日期：——

  A series of ruthenium(II) complexes with face-capping [9]ane-S3 ligands are described. The compounds function as supramolecular receptors for anions via three tripodally arranged 3-aminopyridine ligands. The [9]ane-S3 ligand stabilises the tripodal complexes which are more readily prepared and studied than their π-arene ruthenium(II) analogues. Pyrenyl derivative 4 displays some activity as a photophysical anion sensor but the anion response is complicated by the complexes concentration dependent emission behaviour. The receptors bind common anions in relatively polar media forming both 1 : 1 and 1 : 2 host–anion complexes with the CH⋯anion interactions involving the thioether ring being implicated in anion binding as well as the convention NH donors.

  一系列具有面帽[9]ane-S3配体的钌(II)配合物被描述。这些化合物通过三个三脚架排列的3-氨基吡啶配体作为阴离子的超分子受体。[9]ane-S3配体稳定了这种三脚架配合物，它们比其π-芳烃钌(II)类似物更易于制备和研究。芘基衍生物4显示出一些光物理阴离子传感器的活性，但阴离子响应受到配合物浓度依赖的发射行为的复杂影响。这些受体在相对极性的介质中与常见阴离子结合，形成1:1和1:2的主客体阴离子配合物，其中CH⋯阴离子的相互作用涉及硫醚环，与传统的NH供体一样在阴离子结合中起作用。