Ethoxy-(2-oxo-2-phenyl-1,2lambda5-azaphospholidin-1-yl)-phenylphosphane | 1224865-96-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: Ethoxy-(2-oxo-2-phenyl-1,2lambda5-azaphospholidin-1-yl)-phenylphosphane
• 英文别名: ethoxy-(2-oxo-2-phenyl-1,2λ5-azaphospholidin-1-yl)-phenylphosphane
• CAS: 1224865-96-6
• 化学式: C₁₇H₂₁NO₂P₂
• 分子量: 333.307
• InChiKey: MTYOBRCJUDDVTD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  Ethoxy-(2-oxo-2-phenyl-1,2lambda5-azaphospholidin-1-yl)-phenylphosphane 在 双氧水 作用下， 以 叔丁醇 为溶剂， 生成 1-(Ethoxy-oxido-phenylphosphaniumyl)-2-phenyl-1,2lambda5-azaphospholidine 2-oxide
  参考文献：
  名称：

  N-Phosphoryl-2-oxo-1,2-azaphospholanes: First Example of Cyclic O,O-Bidentate Ligands with the P-N-P Backbone

  摘要：

  A convenient one-pot synthesis of N-phosphoryl-2-oxo-1,2-azaphospholanes was developed starting from commercially available or simple-to-prepare phosphorus (III) acid chlorides and 3-bromopropylamine. The compounds readily form complexes with f-elements of ML, ML2, and M2L3 composition including (mu 2-peroxo)-bridged uranium complexes, depending on both the ligand and metal nature.

  DOI：

  10.1080/10426507.2010.499549
• 作为产物：
  描述：

  O-ethyl phenylchlorophosphonite 在 三乙胺 作用下， 生成 Ethoxy-(2-oxo-2-phenyl-1,2lambda5-azaphospholidin-1-yl)-phenylphosphane
  参考文献：
  名称：

  Pd(II) and Pt(II) complexes of cyclic bidentate (S)PNP(S) ligands: Synthesis, structure and catalytic activity in the Suzuki reaction

  摘要：

  The synthetic approach to the novel cyclic (S)PNP(S) ligands PhP(S)(CH2)(3)NP(S)(R)(PH) (5a-c, R = EtO, Me, Ph), i.e. 1-thiophosphoryl-2-thioxo-1,2-azaphospholanes having different surrounding at the exocyclic phosphorus atom, has been developed. Compounds bearing two asymmetric phosphorus atoms were obtained as individual(R*,R*)- and (R*, S*)-diastereomers. Reacting with (PhCN)(2)MCl2 (M = Pd, Pt) in MeCN under ambient conditions the ligands readily form complexes MLCl2 [6a-c (M = Pd), 7b (M = Pt)] via bidentate chelating coordination mode. The structures and stereochemistry both of the ligands and their complexes were confirmed by IR, multinuclear NMR and X-ray diffraction study. The palladium complexes demonstrated high activity as precatalysts for the Suzuki cross-coupling reaction, which was found to increase in the series 6a < 6b < 6c. (c) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2012.11.005

文献信息

• Uranium complexes of cyclic O,O-bidentate ligands with the P–N–P backbone
  作者：Inga M. Aladzheva、Olga V. Bykhovskaya、Yulia V. Nelyubina、Zinaida S. Klemenkova、Pavel V. Petrovskii、Irina L. Odinets

  DOI：10.1016/j.ica.2011.04.007

  日期：2011.7

  The formation of uranium complexes of novel ligands belonging to phosphorylated 2-oxo-1,2-azaphospholane series, namely 2-ethoxy-1-diethoxyphosphoryl-2-oxo-1,2 lambda(5)-azaphospholane (1a) and both individual R*,R*- and R*,S*-diastereomers of the related 2-oxo-2-phenyl-1,2 lambda(5)-azaphospholanes 1b,c with different surrounding at the exocyclic phosphorus atom, has been studied. The structures of the complexes of ML composition obtained in the reaction with uranyl nitrate in 1:1 ratio were found to depend on the difference in donor properties of the oxygen atom of endo- and exocyclic phosphoryl groups. The ligand 1a possessing the greater difference, serves as O-monodentate one with metal-oxygen bonding via the endocyclic P=O function while both isomers of 1b, c coordinate to uranyl cation in a O,O-bidentate fashion. In solutions the ML complexes reacted with air oxygen to afford (mu(2)-peroxo)-bridged uranium complexes [UO2(L)NO3}(2)(mu(2)-O-2)] which structures were confirmed by X-ray crystallography data. (C) 2011 Elsevier B.V. All rights reserved.
• Pd(II) and Pt(II) complexes of cyclic bidentate (S)PNP(S) ligands: Synthesis, structure and catalytic activity in the Suzuki reaction
  作者：Inga M. Aladzheva、Olga V. Bykhovskaya、Yulia V. Nelyubina、Zinaida S. Klemenkova、Oleg I. Artyushin、Pavel V. Petrovskii、Andrei A. Vasil’ev、Irina L. Odinets

  DOI：10.1016/j.ica.2012.11.005

  日期：2013.1

  The synthetic approach to the novel cyclic (S)PNP(S) ligands PhP(S)(CH2)(3)NP(S)(R)(PH) (5a-c, R = EtO, Me, Ph), i.e. 1-thiophosphoryl-2-thioxo-1,2-azaphospholanes having different surrounding at the exocyclic phosphorus atom, has been developed. Compounds bearing two asymmetric phosphorus atoms were obtained as individual(R*,R*)- and (R*, S*)-diastereomers. Reacting with (PhCN)(2)MCl2 (M = Pd, Pt) in MeCN under ambient conditions the ligands readily form complexes MLCl2 [6a-c (M = Pd), 7b (M = Pt)] via bidentate chelating coordination mode. The structures and stereochemistry both of the ligands and their complexes were confirmed by IR, multinuclear NMR and X-ray diffraction study. The palladium complexes demonstrated high activity as precatalysts for the Suzuki cross-coupling reaction, which was found to increase in the series 6a < 6b < 6c. (c) 2012 Elsevier B.V. All rights reserved.
• <i>N</i>-Phosphoryl-2-oxo-1,2-azaphospholanes: First Example of Cyclic O,O-Bidentate Ligands with the P-N-P Backbone
  作者：Inga M. Aladzheva、Olga V. Bykhovskaya、Yulya V. Nelyubina、Pavel V. Petrovskii、Irina L. Odinets

  DOI：10.1080/10426507.2010.499549

  日期：2011.3.31

  A convenient one-pot synthesis of N-phosphoryl-2-oxo-1,2-azaphospholanes was developed starting from commercially available or simple-to-prepare phosphorus (III) acid chlorides and 3-bromopropylamine. The compounds readily form complexes with f-elements of ML, ML2, and M2L3 composition including (mu 2-peroxo)-bridged uranium complexes, depending on both the ligand and metal nature.