2-[2-Diphenylphosphanylethyl(diphenyl)-lambda5-phosphanylidene]-1-(4-nitrophenyl)ethanone | 1227178-18-8

• 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: 2-[2-Diphenylphosphanylethyl(diphenyl)-lambda5-phosphanylidene]-1-(4-nitrophenyl)ethanone
• 英文别名: 2-[2-diphenylphosphanylethyl(diphenyl)-λ5-phosphanylidene]-1-(4-nitrophenyl)ethanone
• CAS: 1227178-18-8
• 化学式: C₃₄H₂₉NO₃P₂
• 分子量: 561.557
• InChiKey: PIKQUULYPALNOP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  40
• 可旋转键数：
  9
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  62.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  dichloro(cycloocta-1,5-diene)palladium (II) 、 2-[2-Diphenylphosphanylethyl(diphenyl)-lambda5-phosphanylidene]-1-(4-nitrophenyl)ethanone 以 二氯甲烷 为溶剂， 以77%的产率得到
  参考文献：
  名称：

  Synthesis, characterization and structural studies of new palladium(II) complexes including non-symmetric phosphorus ylides

  摘要：

  The reaction of the non-symmetric phosphorus ylides, Ph2P(CH2)(n)PPh2C(H)C(O)PhR [Y-1-Y-4: n = 1, R = Cl, Br, NO2, OCH3 and Y-5-Y-8: n = 2, R = Cl, Br, NO, OCH3] with dichloro(1,5-cyclooctadiene)palladium( II) in dichloromethane under mild conditions afford the monomeric P-C chelated complexes, [(Y)PdCl2] (Y = Y-1-Y-8). These complexes were fully characterized by elemental analysis and spectroscopic techniques such as IR, H-1, P-31, and C-13 NMR. In addition, the identity of complexes [(Y-5)PdCl2] (1b) and [(Y-8)PdCl2] (4b) was unequivocally determined by single crystal X-diffraction techniques, both structures consisting of six-membered rings formed by coordination of the ligands through the phosphine group and the ylidic carbon atom to the metal center. The coordination geometry around the Pd atoms in both these complexes be defined as slightly distorted square planar. Furthermore, their electrochemical behavior was also investigated by cyclic voltammeters, thus the cyclic voltammetry of complex [(Y-1)PdCl2], in dichloromethane solution with Pt electrode, shows that the redox reaction of the pair Pd(II)/Pd(0) is irreversible with the cathodic peak potential at -1.08 V versus Ag wire. (C) 2010 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2010.07.072

文献信息

• [60]Fullerene-Based Pd(0) Complexes of Phosphorus Ylides as Efficient Nanocatalyst for Homo- and Heterogeneous Mizoroki–Heck Coupling Reactions
  作者：Seyyed Javad Sabounchei、Ali Hashemi、Marjan Hosseinzadeh、Sadegh Salehzadeh、Farahnaz Maleki

  DOI：10.1007/s10562-017-2147-9

  日期：2017.9

  [(η2−C60)Pd(Y3)2] (3) and [(η2−C60)Pd(Y4)2] (4) complexes. All complexes have been fully characterized by 1H, 13C and 31P NMR spectroscopic methods and other conventional techniques such as IR, thermogravimetry, inductively coupled plasma optical emission spectroscopy, scanning electron microscopy, energy-dispersive X-ray spectroscopy and transmission electron microscopy analysis. Also, the catalytic activity

  这项工作报告了由 α-酮稳定的磷叶立德 [Ph2P(CH2)nPPh2=C(H)C(O) 反应制备的新型单齿和双齿钯 (0)-[60] 富勒烯配合物的合成和催化性能C6H4-pR] (n = 1, R = Ph, NO2, (Y1, Y2); n = 2, R = Ph, NO2, (Y3, Y4)), C60 和 Pd(dba)2 (二亚苄基丙酮 (dba) ）。观察到两种配位模式：在 [(η −C60)Pd(κ2 −Y1)] (1) 和 [(η2−C60)Pd(κ2−Y2)] (2) 和[(η2−C60)Pd(Y3)2] (3) 和 [(η2−C60)Pd(Y4)2] (4) 配合物的单齿 P 配位。所有配合物均已通过 1H、13C 和 31P NMR 光谱方法和其他常规技术（如 IR、热重分析、电感耦合等离子体发射光谱、扫描电子显微镜、能量色散 X 射线光谱和透射电子显微镜分析。此外，还评估了基于
• Synthesis, Spectroscopic and Antibacterial Studies of Silver(I) Complexes with Bidentate Phosphorus Ylides
  作者：Seyyed Javad Sabounchei、Mahbubeh Pourshahbaz、Roya Karamian、Mostafa Asadbegy

  DOI：10.3184/174751914x13928114519908

  日期：2014.3

  P-coordinated complexes of the type [AgNO₃Ph₂P(CH₂)_nPPh₂C(H)C(O)C₆H₄R}]₂ ( n = 1 or 2; R=Cl, Br, NO₂ or OCH₃), have been synthesised by reactions of AgNO₃ with the appropriate phosphorus ylides. The antibacterial effects of DMSO-solutions of all compounds have been evaluated by the agar disc diffusion method against six Gram positive and Gram negative bacteria.

  通过 AgNO3 与适当的磷酰化物反应，合成了[AgNO3Ph2P(CH2)nPPh2C(H)C(O)C6H4R}]2（n = 1 或 2；R=Cl、Br、NO2 或 OCH3）类型的 P 配位复合物。通过琼脂盘扩散法评估了所有化合物的 DMSO 溶液对六种革兰氏阳性和革兰氏阴性细菌的抗菌效果。
• Synthesis and characterization of mononuclear oxime-based palladacycles incorporating phosphorus ylides: application as a catalyst in Suzuki cross coupling reactions and their biological activities
  作者：Ahmadreza Shiralinia、Sepideh Samiee、Elham Hoveizi

  DOI：10.1080/00958972.2021.1993206

  日期：2021.8.3

  bidentate phosphorus ylides (1-4). These palladacycles were applied for Suzuki-Miyaura cross-coupling reactions under aerobic conditions in EtOH/H2O solvent. Upon optimizing the reaction conditions, complex 3 was highly efficient to catalyze the cross-coupling of aryl halides with phenylboronic acids at a 0.44 mol % palladium loading. Also, the cytotoxic effects of 1-4 were evaluated by an MTT assay in three

  摘要 [Pd C,N -C 6 H 4 C(Me)=NOH}-2}(Ph 2 PCH 2 CH 2 PPh 2 C(H)C(O) C 6 H 4 X)]ClO 4 (X = Cl ( 1 ), Br ( 2 ), NO 2 ( 3 ), OCH 3 ( 4 )) 由 [Pd C,N -C 6 H 4 C(Me)=NOH}-2}( μ- Cl)] 2与磷叶立德在二氯甲烷中回流。所得化合物通过FT-IR、NMR（1 H、13 CH} 和31 PH}）光谱方法和元素分析表征。氯化物桥的裂解形成的四个新的单核基于肟的钯环结合的双齿磷叶立德（1 - 4）。这些钯环在 EtOH/H 2 O 溶剂中的有氧条件下用于 Suzuki-Miyaura 交叉偶联反应。在优化反应条件后，配合物3在 0.44 mol% 钯负载下高效催化芳基卤化物与苯基硼酸的交叉偶联。此外，细胞毒作用1 - 4 HT29
• Synthesis, characterization, and structural studies of mercury(II) complexes of new bidentate phosphorus ylide
  作者：Seyyed Javad Sabounchei、Sepideh Samiee、Sadegh Salehzadeh、Mehdi Bayat、Zabihollah Bolboli Nojini、David Morales-Morales

  DOI：10.1016/j.ica.2010.01.024

  日期：2010.4

  Abstract The reaction of Ph 2 PCH 2 CH 2 PPh 2 (dppe) with BrCH 2 C(O)C 6 H 4 NO 2 (1:1.05 molar ratio) in acetone produces a mixture of the new monophosphonium salt [Ph 2 PCH 2 CH 2 PPh 2 CH 2 C(O)C 6 H 4 NO 2 ]Br ( 1 ) and the diphosphonium salt [NO 2 C 6 H 4 C(O)CH 2 PPh 2 CH 2 CH 2 PPh 2 CH 2 C(O)C 6 H 4 NO 2 ]Br 2 ( 2 ). Compound 2 was insoluble in acetone and thus easily separated from the solution

  摘要Ph 2 PCH 2 CH 2 PPh 2（dppe）与BrCH 2 C（O）C 6 H 4 NO 2（1：1.05摩尔比）在丙酮中的反应产生了新的单phosph盐[Ph 2 PCH 2 CH 2 PPh 2 CH 2 C（O）C 6 H 4 NO 2] Br（1）和二phosph盐[NO 2 C 6 H 4 C（O）CH 2 PPh 2 CH 2 CH 2 PPh 2 CH 2 C（ O）C 6 H 4 NO 2] Br 2（2）。化合物2不溶于丙酮，因此容易与1的溶液分离。此外，通过使单phosph盐和二phosph盐与适当的碱反应，使双齿磷酰化物[Ph 2 PCH 2 CH 2 PPh 2 CHC（O）C 6 H 4 NO 2]（3）和[NO 2 C 6 H得到4 C（O）CH PPh 2 CH 2 CH 2 PPh 2 CHC（O）C 6 H 4 NO 2]（4）。在干燥的甲醇
• New chlorine bridged binuclear silver(I) complexes of bidentate phosphorus ylides: Synthesis, spectroscopy, theoretical and anti-bacterial studies
  作者：Seyyed Javad Sabounchei、Mahbubeh Pourshahbaz、Sadegh Salehzadeh、Mehdi Bayat、Roya Karamian、Mostafa Asadbegy、Hamid Reza Khavasi

  DOI：10.1016/j.poly.2014.09.030

  日期：2015.1

  Silver(I) halides react with bidentate phosphorus ylides of the type Ph2P(CH2)(n)PPh2=(H)C(O)C6H4R (n = 1,2) (R = 4-Cl (Y-1, Y-5), 4-Br (Y-2, Y-6), 4-NO2 (Y-3, Y-7), 4-OMe (Y-4, Y-8)) in CH3CN as a solvent in equimolar ratios to give complexes of the formulae [(Ph2P(CH2)(n)PPh2C(H)C(O)C6H4R)AgX](2) (X = Cl (1, 4, 7, 10, 13, 16, 19, 22), Br (2, 5, 8, 11, 14, 17, 20, 23) and 1(3, 6, 9, 12, 15, 18, 21, 24)). X-ray analysis demonstrate a binuclear chloro-bridged structure (Y-Ag(mu-Cl)(2)Ag-Y) in which the ligand coordinates to the silver center through the P atom in complexes 1 and 10. However, both the theoretical and experimental data indicate that the ylidic carbon also has a weak interaction with the Ag ion. Characterization of the obtained compounds was performed by elemental analysis, IR, H-1, P-31 and C-13 NMR spectroscopy. In addition, the DMSO dissolved ligands and their complexes were screened in vitro for their antibacterial activity against 6 Gram positive and negative bacteria. All the synthesized compounds exhibited significant activity, especially against Gram negative bacteria. (C) 2014 Elsevier Ltd. All rights reserved.