phenylphosphino-bis-2-methylpyridine N,N',P-trioxide | 1227835-01-9

• 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: phenylphosphino-bis-2-methylpyridine N,N',P-trioxide
• CAS: 1227835-01-9
• 化学式: C₁₈H₁₇N₂O₃P
• 分子量: 340.318
• InChiKey: LNZSRMQLBXWTGJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.34
• 重原子数：
  24.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  70.95
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  copper(II) tetrafluroborate hexahydrate 、 phenylphosphino-bis-2-methylpyridine N,N',P-trioxide 以 乙腈 为溶剂， 以60%的产率得到[Cu(phenylphosphino-bis-2-methylpyridine N,N',P-trioxide)]2(BF4)4
  参考文献：
  名称：

  Syntheses and coordination chemistry of methylpyridylphosphine oxide ligands with copper(II)

  摘要：

  The coordination properties of three heterofunctional phosphine oxide ligands, 2-methylpyridyldiphenylphosphine oxide (L1), phenylphosphino-bis-2-methylpyridine oxide (L2) and phenylphosphino-bis-2-methylpyridine N,N',P-trioxide (L3) with Cu(II) is described. The X-ray crystal structures of the compounds display a distorted octahedral geometry, which exhibit Jahn-Teller distortions. In compounds 1 and 2, the L1 and 12 ligands react with Cu(BF4)(2) in a 2:1 ligand to metal ratio, respectively, with the BF4 anions interacting with the metal center. L3 reacts with Cu(BF4)(2) in 1:1 and 2:1 ligand/metal ratios to form compounds 3 and 4, respectively. Addition of either 2,2'-bipyridine or 4,4'-bipyridine to reaction solutions containing Cu(BF4)(2) and U produces a discrete molecule (5) and a polymeric structure (7), respectively. The reaction of both bipyridines in the presence of Cu(BF4)(2) and L3 gives rise to a discrete molecule (6) characterized by two octahedral coppers interconnected by the 4,4'-bipyridine. The electrochemical and photophysical properties of all compounds were investigated by cyclic voltammetry (CV) and UV-Vis, as they exhibited no emission or excitation in fluorimetric experiments. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2010.02.019
• 作为产物：
  描述：

  phenylphosphino-bis-2-methylpyridine oxide 在 双氧水 作用下， 以 溶剂黄146 为溶剂， 以75%的产率得到phenylphosphino-bis-2-methylpyridine N,N',P-trioxide
  参考文献：
  名称：

  Syntheses and coordination chemistry of methylpyridylphosphine oxide ligands with copper(II)

  摘要：

  The coordination properties of three heterofunctional phosphine oxide ligands, 2-methylpyridyldiphenylphosphine oxide (L1), phenylphosphino-bis-2-methylpyridine oxide (L2) and phenylphosphino-bis-2-methylpyridine N,N',P-trioxide (L3) with Cu(II) is described. The X-ray crystal structures of the compounds display a distorted octahedral geometry, which exhibit Jahn-Teller distortions. In compounds 1 and 2, the L1 and 12 ligands react with Cu(BF4)(2) in a 2:1 ligand to metal ratio, respectively, with the BF4 anions interacting with the metal center. L3 reacts with Cu(BF4)(2) in 1:1 and 2:1 ligand/metal ratios to form compounds 3 and 4, respectively. Addition of either 2,2'-bipyridine or 4,4'-bipyridine to reaction solutions containing Cu(BF4)(2) and U produces a discrete molecule (5) and a polymeric structure (7), respectively. The reaction of both bipyridines in the presence of Cu(BF4)(2) and L3 gives rise to a discrete molecule (6) characterized by two octahedral coppers interconnected by the 4,4'-bipyridine. The electrochemical and photophysical properties of all compounds were investigated by cyclic voltammetry (CV) and UV-Vis, as they exhibited no emission or excitation in fluorimetric experiments. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2010.02.019

文献信息

• Synthesis and Properties of New (Phosphinoylmethyl)Pyridine N-Oxides
  作者：Sylvie L. Pailloux、Daniel Rosario-Amorin、Manab Chakravarty、Jean-Michel Camus、Karen Ann Smith、Eileen N. Duesler、Diane A. Dickie、Robert T. Paine、Kevin K. Klausmeyer、Daniel A. Padron、Benjamin P. Hay、Laetitia H. Delmau

  DOI：10.1002/zaac.201300099

  日期：2013.6

  -oxy-pyridin-2yl)methyl]pyridine N-oxides (5a, b) and the 2-[1-(diarylphosphinoyl)-1, 1-bis(1-oxy-methylpyridin-2-yl)methyl]pyridines (6a, b), respectively. The “short-arm“ pyridine fragment of 11a, b resists N-oxidation, and the fully oxidized molecules, 2-[1-(diarylphosphinoyl)-1, 1-bis(1-oxy-methylpyridin-2-yl)methyl]pyridine N-oxides (7a, b) were not isolated. Molecular mechanics calculations for

  2-[1-(二芳基膦酰基)-1-(吡啶-2-基)甲基]吡啶、(8a, b)和2-[1-(二芳基膦酰基)-1, 1-双(甲基吡啶-2基)的合成描述了基于 2-甲基吡啶片段取代到 2-[（二芳基）膦酰基甲基] 吡啶平台的外亚甲基碳原子上的甲基]吡啶（11a，b）（Ar = C6H5 和 2-CF3C6H4）。8a、b 和 11a、b 的 N-氧化产生 2-[1-(二芳基膦酰基)-1-(1-oxy-pyridin-2yl)methyl] 吡啶 N-氧化物 (5a, b) 和 2-[1 -(二芳基膦酰基)-1、1-双(1-氧-甲基吡啶-2-基)甲基]吡啶(6a、b)。11a、b 的“短臂”吡啶片段可抵抗 N-氧化，而完全氧化的分子 2-[1-(二芳基膦酰基)-1, 1-双(1-氧-甲基吡啶-2-基)甲基]没有分离出吡啶 N-氧化物 (7a, b)。气相 1 的分子力学计算：1 配体/镧系元素配合物表明