bis(6-phenylpyridin-2-yl)methanamine | 1447733-16-5

• 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: bis(6-phenylpyridin-2-yl)methanamine
• CAS: 1447733-16-5
• 化学式: C₂₃H₁₉N₃
• 分子量: 337.424
• InChiKey: AHZOASPIEDJWIW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.86
• 重原子数：
  26.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  51.8
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  bis(6-phenylpyridin-2-yl)methanamine 在 sodium tetrahydroborate 、 caesium carbonate 、 sodium iodide 作用下， 以 甲醇 、 乙腈 为溶剂， 反应 100.0h， 生成 N-(6-(((bis(6-phenylpyridin-2-yl)methyl)(pyridin-2-ylmethyl)amino)methyl)pyridin-2-yl)pivalamide
  参考文献：
  名称：

  Secondary Coordination Sphere Influence on the Reactivity of Nonheme Iron(II) Complexes: An Experimental and DFT Approach

  摘要：

  The new biomimetic ligands N4Py(2Ph) (1) and N4Py(2Ph,amide) (2) were synthesized and yield the iron(II) complexes [Fe-II(N4Py(2Ph))(NCCH3)](BF4)(2) (3) and [Fe-II(N4Py(2Ph,amide))](BF4)(2) (5). Controlled orientation of the Ph substituents in 3 leads to facile triplet spin reactivity for a putative Fe-IV(O) intermediate, resulting in rapid arene hydroxylation. Addition of a peripheral amide substituent within hydrogen-bond distance of the iron first coordination sphere leads to stabilization of a high-spin (FeOOR)-O-III species which decays without arene hydroxylation. These results provide new insights regarding the impact of secondary coordination sphere effects at nonheme iron centers.

  DOI：

  10.1021/ja402688t
• 作为产物：
  描述：

  双(6-溴吡啶-2-基)甲酮 在 四(三苯基膦)钯 、 盐酸羟胺 、 sodium acetate 、 sodium carbonate 作用下， 以 乙醇 、 水 、 甲苯 为溶剂， 反应 50.0h， 生成 bis(6-phenylpyridin-2-yl)methanamine
  参考文献：
  名称：

  Secondary Coordination Sphere Influence on the Reactivity of Nonheme Iron(II) Complexes: An Experimental and DFT Approach

  摘要：

  The new biomimetic ligands N4Py(2Ph) (1) and N4Py(2Ph,amide) (2) were synthesized and yield the iron(II) complexes [Fe-II(N4Py(2Ph))(NCCH3)](BF4)(2) (3) and [Fe-II(N4Py(2Ph,amide))](BF4)(2) (5). Controlled orientation of the Ph substituents in 3 leads to facile triplet spin reactivity for a putative Fe-IV(O) intermediate, resulting in rapid arene hydroxylation. Addition of a peripheral amide substituent within hydrogen-bond distance of the iron first coordination sphere leads to stabilization of a high-spin (FeOOR)-O-III species which decays without arene hydroxylation. These results provide new insights regarding the impact of secondary coordination sphere effects at nonheme iron centers.

  DOI：

  10.1021/ja402688t

文献信息

• Thioether-ligated iron(ii) and iron(iii)-hydroperoxo/alkylperoxo complexes with an H-bond donor in the second coordination sphere
  作者：Leland R. Widger、Yunbo Jiang、Alison C. McQuilken、Tzuhsiung Yang、Maxime A. Siegler、Hirotoshi Matsumura、Pierre Moënne-Loccoz、Devesh Kumar、Sam P. de Visser、David P. Goldberg

  DOI：10.1039/c4dt00281d

  日期：——

  The non-heme iron complexes, [FeII(N3PySR)(CH3CN)](BF4)2 (1) and [FeII(N3PyamideSR)](BF4)2 (2), afford rare examples of metastable Fe(III)-OOH and Fe(III)-OOtBu complexes containing equatorial thioether ligands and a single H-bond donor in the second coordination sphere. These peroxo complexes were characterized by a range of spectroscopic methods and density functional theory studies. The influence of a thioether ligand and of one H-bond donor on the stability and spectroscopic properties of these complexes was investigated.

  非血红素铁络合物 [FeII(N3PySR)(CH3CN)](BF4)2 (1) 和 [FeII(N3PyamideSR)]( )2 (2) 提供了罕见的亚稳态 Fe(III)-OOH 和Fe(III)-OOtBu 配合物在第二配位层中含有赤道硫醚配体和单个氢键供体。这些过氧配合物通过一系列光谱方法和密度泛函理论研究进行了表征。研究了硫醚配体和一种氢键供体对这些配合物的稳定性和光谱性质的影响。