Ac-5Bpy-NH-Me | 685133-99-7

• 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: Ac-5Bpy-NH-Me
• 英文别名: 5'-N-acetylamino-2,2'-bipyridine-5-CO-NH-Me；6-(5-acetamidopyridin-2-yl)-N-methylpyridine-3-carboxamide
• CAS: 685133-99-7
• 化学式: C₁₄H₁₄N₄O₂
• 分子量: 270.291
• InChiKey: GODDWDIWRUDBJY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  84
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ammonium iron(II) sulfate hexahydrate 、 Ac-5Bpy-NH-Me 以 甲醇 、 水 为溶剂， 生成 fac-[iron(II)(5'-N-acetylamino-2,2'-bipyridine-5-CO-NH-Me)3]SO4 、 mer-[iron(II)(5'-N-acetylamino-2,2'-bipyridine-5-CO-NH-Me)3]SO4
  参考文献：
  名称：

  An Unnatural Amino Acid Bearing Bipyridyl Backbone: Selective Formation ofmer-Isomers for Iron(II) Tris-chelate Complexes

  摘要：

  The fac/mer-ratios of the iron(II) complexes with the derivatives of an unnatural amino acid, 5′-N-acetylamino-2,2′-bipyridine-5-carboxylic acid, were investigated. It was found that the amide derivatives with secondary amines selectively yielded the mer-isomers independently of the ligand structures. On the other hand, for the amides with primary amines, the ratios of the fac- and mer-complexes increased and decreased, respectively, with the increasing sizes of the substituents, suggesting stabilization of the fac-isomers by electrostatic interaction (or hydrogen bondings) between the ligands.

  DOI：

  10.1246/cl.2005.1554

文献信息

• <i>trans-</i>(Cl)-[Ru(5,5′-diamide-2,2′-bipyridine)(CO)₂Cl₂]: Synthesis, Structure, and Photocatalytic CO₂Reduction Activity
  作者：Yusuke Kuramochi、Kyohei Fukaya、Makoto Yoshida、Hitoshi Ishida

  DOI：10.1002/chem.201500782

  日期：2015.7.6

  trans‐(Cl)‐[Ru(L)(CO)2Cl2]‐type complexes, in which the ligands L are 2,2′‐bipyridyl derivatives with amide groups at the 5,5′‐positions, are synthesized. The C‐connected amide group bound to the bipyridyl ligand through the carbonyl carbon atom is twisted with respect to the bipyridyl plane, whereas the N‐connected amide group is in the plane. DFT calculations reveal that the twisted structure of the

  一系列反式（Cl）-[Ru（L）（CO）2 Cl 2 ]-型配合物，其中配体L是2,5'-位置带有酰胺基的2,2'-联吡啶基衍生物，是合成的。通过羰基碳原子与联吡啶配体结合的C连接酰胺基相对于联吡啶平面是扭曲的，而N连接酰胺基在该平面中。DFT计算表明，C连接的酰胺基团的扭曲结构提高了LUMO的水平，这导致了钌配合物的第一还原电位（E p）负移。在光反应中评估了CO 2还原的催化能力（λ> 400 nm）和钌配合物（催化剂），[Ru（bpy）3 ] 2+（bpy = 2,2'-联吡啶;光敏剂）和1-苄基-1,4-二氢代烟酰胺（电子给体）在CO 2饱和的N，N-二甲基乙酰胺/水中。转换频率的对数通过将E p偏移负值来增加，直到达到光敏剂的还原电位为止。