N-benzyl-N-((6-pivaloylamido-2-pyridyl)methyl)-N-(2-pyridylmethyl)amine | 858343-58-5

• 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: N-benzyl-N-((6-pivaloylamido-2-pyridyl)methyl)-N-(2-pyridylmethyl)amine
• 英文别名: bpppa；N-[6-[[benzyl(pyridin-2-ylmethyl)amino]methyl]pyridin-2-yl]-2,2-dimethylpropanamide
• CAS: 858343-58-5
• 化学式: C₂₄H₂₈N₄O
• 分子量: 388.513
• InChiKey: GQQLIAZYBXOQSW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  29
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  58.1
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-benzyl-N-((6-pivaloylamido-2-pyridyl)methyl)-N-(2-pyridylmethyl)amine 以 甲醇 为溶剂， 生成 [(N-benzyl-N-((6-pivaloylamido-2-pyridyl)methyl)-N-(2-pyridylmethyl)amine)Mn(Cl)]ClO4
  参考文献：
  名称：

  Synthesis and characterization of a series of N3O-ligated mononuclear Mn(II) halide complexes

  摘要：

  Treatment of a N3O-donor chelate ligand (mpppa=N-methyl-N-((6-pivaloylamido-2-pyridyl)methyl)-N-(2-pyridylethyl)amine; bpppa = N-benzyl-N-((6-pivaloylamido-2-pyridyl)methyl)-N-(2-pyridylmethyl)amine) with equimolar amounts of Mn(ClO4)(2) center dot 6H(2)O and Me4NX (X = Cl, Br, 1) in methanol resulted in the production of a series of mononuclear Mn(H) halide complexes of the formula [(L)Mn-X(CH3OH)]ClO4 (L = mpppa or bpppa). X-ray crystallographic studies of [(mpppa)Mn-Cl(CH3OH)]ClO4 center dot CH3OH (2 center dot CH3OH), [(mpppa)Mn-Br(CH3OH)]ClO4 center dot CH3OH (4 center dot CH3OH), [(mpppa)Mn-I(CH3OH)]ClO4 center dot CH3OH (6 center dot CH3OH), and [(bpppa)Mn-I(CH3OH)]ClO4 center dot O-2(CH2CH3)(2) (7 center dot O(CH2CH3)(2)) revealed for each a mononuclear Mn(II) center having tetradentate coordination of the chelate ligand, one coordinated halide anion, and one molecule of coordinated methanol. An increase in the Mn-X distance through the halide series (Cl, Br, 1) correlates linearly with the increase in the radius of the anion. The magnetic moment of each halide complex, measured via Evans method in methanol, is consistent with the presence of a high-spin distorted octahedral Mn(11) center. The EPR features of the halide complexes in methanol do not change as a function of the nature of the halide coordinated to the Mn(II) center. (c) 2005 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2005.09.008
• 作为产物：
  描述：

  苄基吡啶-2-基甲胺 、 N-(6-(bromomethyl)-2-pyridyl)pivalamide 在 四丁基溴化铵 、 sodium carbonate 作用下， 以 乙腈 为溶剂， 反应 22.0h， 以90%的产率得到N-benzyl-N-((6-pivaloylamido-2-pyridyl)methyl)-N-(2-pyridylmethyl)amine
  参考文献：
  名称：

  Manganese(ii) chemistry of a new N3O-donor chelate ligand: synthesis, X-ray structures, and magnetic properties of solvent- and oxalate-bound complexes

  摘要：

  报告了一种新的 N3O 给体配体 N-苄基-N-((6-新戊酰基氨基-2-吡啶基)甲基)-N-(2-吡啶基甲基)胺（bpppa）的合成和表征。在乙腈溶液中用 Mn(II)(ClO4)2-6H2O 处理 bpppa，可得到单核 [(bpppa)Mn(CH3CN)(H2O)](ClO4)2（1），并通过 X 射线晶体学、元素分析、红外光谱、质谱和溶液磁矩测量对其进行了表征。在甲醇溶液中加入等摩尔当量的 bpppa 和 Mn(II)(ClO4)2-6H2O，再加入 0.5 或 1 个当量的草酸钠，可得到双核复合物 [{(bpppa)Mn}2(μ-C2O4)](ClO4)2（2），并通过 X 射线晶体学、元素分析、红外光谱、质谱和固态磁测量对其进行了表征。虽然 1 是单核的，但双核草酸盐衍生物 2 的形成表明，使用 bpppa 配体并不能分离出与草酸盐降解酶草酸盐脱羧酶催化循环中 1 ∶ 1 Mn(II)-oxalate 加合物结构相关的复合物。

  DOI：

  10.1039/b500534e

文献信息

• Synthesis and characterization of a series of N3O-ligated mononuclear Mn(II) halide complexes
  作者：Amy L. Fuller、Rex W. Watkins、Atta M. Arif、Lisa M. Berreau

  DOI：10.1016/j.ica.2005.09.008

  日期：2006.3

  Treatment of a N3O-donor chelate ligand (mpppa=N-methyl-N-((6-pivaloylamido-2-pyridyl)methyl)-N-(2-pyridylethyl)amine; bpppa = N-benzyl-N-((6-pivaloylamido-2-pyridyl)methyl)-N-(2-pyridylmethyl)amine) with equimolar amounts of Mn(ClO4)(2) center dot 6H(2)O and Me4NX (X = Cl, Br, 1) in methanol resulted in the production of a series of mononuclear Mn(H) halide complexes of the formula [(L)Mn-X(CH3OH)]ClO4 (L = mpppa or bpppa). X-ray crystallographic studies of [(mpppa)Mn-Cl(CH3OH)]ClO4 center dot CH3OH (2 center dot CH3OH), [(mpppa)Mn-Br(CH3OH)]ClO4 center dot CH3OH (4 center dot CH3OH), [(mpppa)Mn-I(CH3OH)]ClO4 center dot CH3OH (6 center dot CH3OH), and [(bpppa)Mn-I(CH3OH)]ClO4 center dot O-2(CH2CH3)(2) (7 center dot O(CH2CH3)(2)) revealed for each a mononuclear Mn(II) center having tetradentate coordination of the chelate ligand, one coordinated halide anion, and one molecule of coordinated methanol. An increase in the Mn-X distance through the halide series (Cl, Br, 1) correlates linearly with the increase in the radius of the anion. The magnetic moment of each halide complex, measured via Evans method in methanol, is consistent with the presence of a high-spin distorted octahedral Mn(11) center. The EPR features of the halide complexes in methanol do not change as a function of the nature of the halide coordinated to the Mn(II) center. (c) 2005 Elsevier B.V. All rights reserved.
• Manganese(ii) chemistry of a new N3O-donor chelate ligand: synthesis, X-ray structures, and magnetic properties of solvent- and oxalate-bound complexes
  作者：Amy L. Fuller、Rex W. Watkins、Kim R. Dunbar、Andrey V. Prosvirin、Atta M. Arif、Lisa M. Berreau

  DOI：10.1039/b500534e

  日期：——

  The synthesis and characterization of a new N3O donor ligand N-benzyl-N-((6-pivaloylamido-2-pyridyl)methyl)-N-(2-pyridylmethyl)amine (bpppa) is reported. Treatment of bpppa with Mn(II)(ClO4)2·6H2O in acetonitrile solution yielded the mononuclear [(bpppa)Mn(CH3CN)(H2O)](ClO4)2 (1) which was characterized by X-ray crystallography, elemental analysis, IR spectroscopy, mass spectrometry, and a solution magnetic moment measurement. Admixture of equimolar equivalents of bpppa and Mn(II)(ClO4)2·6H2O in methanol solution, followed by addition of 0.5 or 1 equivalents of sodium oxalate, yielded the binuclear complex [(bpppa)Mn}2(μ-C2O4)](ClO4)2 (2), which was characterized by X-ray crystallography, elemental analysis, IR spectroscopy, mass spectrometry, and solid-state magnetic measurements. While 1 is mononuclear, the formation of the binuclear oxalate derivative 2 indicates that use of the bpppa ligand does not enable isolation of a complex that is structurally relevant to a proposed 1 ∶ 1 Mn(II)–oxalate adduct in the catalytic cycle of the oxalate degrading enzyme oxalate decarboxylase.

  报告了一种新的 N3O 给体配体 N-苄基-N-((6-新戊酰基氨基-2-吡啶基)甲基)-N-(2-吡啶基甲基)胺（bpppa）的合成和表征。在乙腈溶液中用 Mn(II)(ClO4)2-6H2O 处理 bpppa，可得到单核 [(bpppa)Mn(CH3CN)(H2O)](ClO4)2（1），并通过 X 射线晶体学、元素分析、红外光谱、质谱和溶液磁矩测量对其进行了表征。在甲醇溶液中加入等摩尔当量的 bpppa 和 Mn(II)(ClO4)2-6H2O，再加入 0.5 或 1 个当量的草酸钠，可得到双核复合物 [(bpppa)Mn}2(μ-C2O4)](ClO4)2（2），并通过 X 射线晶体学、元素分析、红外光谱、质谱和固态磁测量对其进行了表征。虽然 1 是单核的，但双核草酸盐衍生物 2 的形成表明，使用 bpppa 配体并不能分离出与草酸盐降解酶草酸盐脱羧酶催化循环中 1 ∶ 1 Mn(II)-oxalate 加合物结构相关的复合物。