[Ph2PCH2PPh2=C(H)C(O)(C6H4Cl)] | 1258232-00-6

• 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: [Ph2PCH2PPh2=C(H)C(O)(C6H4Cl)]
• 英文别名: 1-(4-Chlorophenyl)-2-[diphenylphosphanylmethyl(diphenyl)-lambda5-phosphanylidene]ethanone；1-(4-chlorophenyl)-2-[diphenylphosphanylmethyl(diphenyl)-λ5-phosphanylidene]ethanone
• CAS: 1258232-00-6
• 化学式: C₃₃H₂₇ClOP₂
• 分子量: 536.977
• InChiKey: OUYCWSWGQJOWFU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.2
• 重原子数：
  37
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.03
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  dichloro(cycloocta-1,5-diene)palladium (II) 、 [Ph2PCH2PPh2=C(H)C(O)(C6H4Cl)] 以 二氯甲烷 为溶剂， 以81%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
• 作为产物：
  描述：

  [Ph2PCH2PPh2CH2C(O)(C6H4Cl)]Br 在 三乙胺 作用下， 以 甲苯 为溶剂， 以85%的产率得到[Ph2PCH2PPh2=C(H)C(O)(C6H4Cl)]
  参考文献：
  名称：

  含五元螯合环的双官能化叶立德的新单核汞（II）配合物：光谱和结构表征

  摘要：

  使用无水甲醇作为溶剂，使新的双官能化内酯Ph 2 PCH 2 PPh 2 C（H）C（O）（C 6 H 4 Cl）（2）与卤化汞（II）等摩尔反应生成P， C螯合物，{HgX 2 [Ph 2 PCH 2 PPh 2 C（H）C（O）（C 6 H 4 Cl）]}其中X = Cl（3），Br（4），I（5）。配合物4和5的结构在结晶学上已经表征。X射线单晶分析表明，在扭曲的四面体环境中存在含Hg原子的单核络合物。所得化合物的表征也通过元素分析，IR，1 H，31 P和13 C NMR进行。使用标准CEP-31G基集在DFT（B3LYP）级别进行的理论研究表明，复合物5的实验确定结构比其其他键合模式稳定约0.6–15.75 kcal mol -1。

  DOI：

  10.1016/j.ica.2010.05.004

文献信息

• Synthesis, characterization, thermal, electrochemical, and DFT studies of mononuclear cyclopalladated complexes containing bidentate phosphine ligands and their biological evaluation as antioxidant and antibacterial agents
  作者：Seyyed Javad Sabounchei、Mohsen Ahmadi、Zahra Nasri、Esmaeil Shams、Sadegh Salehzadeh、Yasin Gholiee、Roya Karamian、Mostafa Asadbegy、Sepideh Samiee

  DOI：10.1016/j.crci.2012.10.006

  日期：2013.2

  the Pd atom in these complexes is defined as slightly distorted square planar by UV-Visible and DFT studies. Thermal stability of all complexes was also shown by TG/DTG methods. Furthermore, the electrochemical behavior of the complexes was investigated by cyclic voltammetry. The results indicate that all complexes are successfully synthesized from the initial ligands. All complexes were analyzed for

  摘要 非对称磷叶立德及其 Pd(II) 配合物已被合成为潜在的抗氧化和抗菌化合物，并使用多种物理化学技术阐明了它们的结构。1 当量非对称磷叶立德、Ph2PCH2PPh2C(H)C(O)PhX（X = Br (Y1)、Cl (Y2)、NO2 (Y3)、OCH3 (Y4)）与 [Pd(dppe)Cl2 的反应] (M1)，然后用 2 当量的 AgOTf 处理产生单体螯合物，[(dppe)Pd(Ph2PCH2PPh2C(H)C(O)PhX)] (OSO2CF3)2 (X = Br (C1), Cl (C2) )、NO2 (C3)、OCH3 (C4))，其中一侧含有一个五元 P,P 螯合环，另一侧含有一个五元 P,C 螯合环。通过循环伏安法、FT-IR、UV-可见光、多核（1H、31P 和 19F）核磁共振、热分析和 ESI-质谱研究合成和研究钯离子配合物。一些配合物和配体已经通过粉末 XRD 和单晶
• Synthesis and Characterisation of Hg(II) Complexes Including Bidentate Phosphorus Ylides
  作者：Seyyed Javad Sabounchei、Sepideh Samiee、Mahbubeh Pourshahbaz、Sadegh Salehzadeh、Mehdi Bayat、Davood Nematollahi、Roya Karamian、Mostafa Asadbegy

  DOI：10.3184/174751914x13863254117794

  日期：2014.1

  The reaction of asymmetrical phosphorus ylides [Ph₂PCH₂PPh₂=C(H)C(O)C₆H₄R] (R=Br, OCH₃) with mercury(II) halides yielded the P, C-chelated complexes. Characterisation of these products was carried out by elemental analysis, IR, ¹H, ³¹P, and ¹³C NMR. Computational studies at DFT (BP86) level of theory are also reported. The electrochemical behaviour of complexes was also investigated by cyclic voltammetry. The synthesised compounds were screened for their antibacterial activities against six Gram negative and positive bacteria.

  不对称磷酰[Ph2PCH2PPh2=C(H)C(O)C6H4R]（R=Br，OCH3）与卤化汞（II）反应生成了 P、C-螯合络合物。通过元素分析、红外光谱、1H、31P 和 13C NMR 对这些产物进行了表征。此外，还报告了在 DFT (BP86) 理论水平上进行的计算研究。还通过循环伏安法研究了配合物的电化学行为。对合成的化合物进行了筛选，以检测它们对六种革兰氏阴性和阳性细菌的抗菌活性。
• 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。
• A new family of oxime palladacycles mixed with unsymmetrical phosphorus ylides; synthesis, structural, cytotoxicity and catalytic activity studies
  作者：Sepideh Samiee、Ahmadreza Shiralinia、Elham Hoveizi、Robert W. Gable

  DOI：10.1016/j.jorganchem.2019.120927

  日期：2019.11

  oxime-derived palladacycle [PdC,N–C6H4C(Me) = NOH}-2}(μ-Cl)]2 toward various unsymmetrical phosphorus ylides has been studied. When the ylide was added to a solution of oxime complex in dichloromethane (2:1 ratio), the new oxime palladacycles of the types [PdC,N–C6H4C(Me) = NOH}-2}(Ph2PCH2PPh2C(H)C(O)C6H4X)]ClO4 (X = Cl (1), Br (2), NO2(3) or OCH3 (4)) were formed by means of bridge-splitting reaction

  在本研究中，已经研究了肟衍生的钯环[Pd C，N –C 6 H 4 C（Me）= NOH} -2}（μ- Cl）] 2对各种不对称磷酰化物的反应性。 。当将叶立德加入到肟络合物的二氯甲烷溶液中（比例为2：1）时，新的肟化合物Palladacycles类型为[Pd C，N –C 6 H 4 C（Me）= NOH} -2}（ Ph 2 PCH 2 PPh 2 C（H）C（O）C 6 H 4 X）] ClO 4（X = Cl（1），Br（2），NO 2（通过桥拆分反应形成3）或OCH 3（4））。这些是对混合了磷酰磷的肟基四环戊四环的首次描述。通过元素分析，IR和NMR光谱对所有复合物进行了充分表征。3的晶体结构是通过单晶X射线衍射分析确定的，该分析证实了初始前驱体中Pd-Cl键的断裂，并使磷内酯起P，C螯合配体的作用。另外，催化活性为3在各种芳基溴化物与苯基硼酸的Suzuki交叉偶
• 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.