[(1,10-bis(diphenylphosphino)ferrocene)Pd(trifluoroacetate)₂] | 494828-93-2

• 英文名称: [(1,10-bis(diphenylphosphino)ferrocene)Pd(trifluoroacetate)₂]
• 英文别名: [(DPPF)Pd(TFA)₂]；[Pd(1,1'-bis(diphenylphosphino)ferrocene)(CF3COO)2]；[Pd(O2CCF3)2(1,1'-bis(diphenylphosphino)ferrocene)]；[Pd(DPPF)(CF3COO)2]
• CAS: 494828-93-2
• 化学式: C₃₈H₂₈F₆FeO₄P₂Pd
• 分子量: 886.843
• InChiKey: FVEPOIXIFNMGBR-UHFFFAOYSA-L

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
  None
• 可旋转键数：
  None
• 环数：
  None
• sp3杂化的碳原子比例：
  None
• 拓扑面积：
  None
• 氢给体数：
  None
• 氢受体数：
  None

反应信息

• 作为反应物：
  描述：

  氘代氯仿 、 [(1,10-bis(diphenylphosphino)ferrocene)Pd(trifluoroacetate)₂] 以 氘代氯仿 为溶剂， 生成 [PdCl(O2CCF3)(1,1'-bis(diphenylphosphino)ferrocene)]
  参考文献：
  名称：

  Isolation and structural characterization of some stable Pd(II) carboxylate complexes supported by 1,1′-bis(diphenylphosphino) ferrocene (dppf)

  摘要：

  Although catalytically active palladium phosphine carboxylates are generally unstable, a series of such complexes are stabilized by dppf, viz. Pd(O2CR)(2)(dppt) [R = CF3 I, CF2CF3 II [1,43] CF2CF2CF3 III, CHCl2 IV, o-C6H4Cl VI, CH2CO2H VII, CH=CHCO2H VIII]. They have been spectroscopically characterized and their structures determined by X-ray single-crystal crystallography. Two derivatives viz. Pd(O4C2-O,O')(dppf) IX and PdCl(O2CPh)(dppt) X are included for comparison. They are invariably mononuclear with chelating phosphine and unidentate carboxylates. The more labile (and less basic) carboxylates tend to form complexes that are more resistive to reductive decomposition. Pd(O2CPh)(2)(dppf) V decomposes readily to PdCl2(dppf) in the presence of chlorinated solvents. (C) 2002 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0022-328x(02)01645-5
• 作为产物：
  描述：

  [1,1'-Bis(diphenylphosphino)ferrocene]palladium(II) bromide, Pd 12.9% 、 silver trifluoroacetate 以 二氯甲烷 为溶剂， 以68%的产率得到[(1,10-bis(diphenylphosphino)ferrocene)Pd(trifluoroacetate)₂]
  参考文献：
  名称：

  Isolation and structural characterization of some stable Pd(II) carboxylate complexes supported by 1,1′-bis(diphenylphosphino) ferrocene (dppf)

  摘要：

  Although catalytically active palladium phosphine carboxylates are generally unstable, a series of such complexes are stabilized by dppf, viz. Pd(O2CR)(2)(dppt) [R = CF3 I, CF2CF3 II [1,43] CF2CF2CF3 III, CHCl2 IV, o-C6H4Cl VI, CH2CO2H VII, CH=CHCO2H VIII]. They have been spectroscopically characterized and their structures determined by X-ray single-crystal crystallography. Two derivatives viz. Pd(O4C2-O,O')(dppf) IX and PdCl(O2CPh)(dppt) X are included for comparison. They are invariably mononuclear with chelating phosphine and unidentate carboxylates. The more labile (and less basic) carboxylates tend to form complexes that are more resistive to reductive decomposition. Pd(O2CPh)(2)(dppf) V decomposes readily to PdCl2(dppf) in the presence of chlorinated solvents. (C) 2002 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0022-328x(02)01645-5
• 作为试剂：
  描述：

  3-溴噻酚-2-羧酸甲酯 在 ammonium hydroxide 、 [(1,10-bis(diphenylphosphino)ferrocene)Pd(trifluoroacetate)₂] 、 三乙胺 、 对苯醌 作用下， 以 二氯甲烷 、 二甲基亚砜 、 异丙醇 为溶剂， 反应 69.75h， 生成 methyl 9-oxo-5,6,7,9-tetrahydrothieno[2,3-f]indolizine-4-carboxylate
  参考文献：
  名称：

  中性条件下对苯醌环化-羰基化 2-炔基伯苯甲酰胺

  摘要：

  钯催化的 2-炔基伯苯甲酰胺1的环化-羰基化反应以良好至中等的收率得到 3-取代的 1-甲氧基异喹啉-4-羧酸甲酯6 。就甲磺酸酯1r而言， 12是通过环化-羰基化-环化级联直接获得的。在微波辐射下，化合物6以良好的产率转化为异喹啉-1(2 H )-酮8 。在甲磺酸酯6q的情况下，以良好的产率获得三环异喹啉酮10 。噻吩-2-甲酰胺衍生物的反应也进展顺利。

  DOI：

  10.1021/acs.joc.3c02812

文献信息

• Pd(II) Trifluoroacetate Complexes Containing Chelating Phosphine Ligands: Synthesis, Structures, and Catalysis
  作者：Kun-Woo Kim、Yong-Joo Kim、Hye Jin Lim、Soon W. Lee

  DOI：10.1002/bkcs.10590

  日期：2015.12

  which shows a Pd(II) metal, a DPPF ligand, and two CF3COO ligands. TwoCp rings in theDPPF ligand are not perfectly parallel,with a dihedral angle of 4.4(4) . ThePd Fe separation of 4.1932(8)A indicates no direct interactions between these two metals. We examined the ligand exchange reaction of complex 8 with 2 equiv of NaN3 in CH2Cl2 (Scheme 2). The reaction readily proceeded to give a Pd(II) azide complex

  羧酸盐通过它们的氧原子以末端、螯合或桥接的方式与过渡金属配位，并在各种催化反应中充当活性配体。众所周知，具有三氟乙酸盐 (TFA) 配体的过渡金属配合物比相应的乙酸盐对应物具有更高的溶解度和结晶度，具体取决于金属的特性。特别是，后过渡金属的 TFA 配合物是多种有机反应的有效催化剂，包括异氰化物或丁二烯的聚合以及 CO 和烯烃的共聚。此外，在有机底物的有氧氧化、乙烯基转移形成烯酰胺或在 Pd 催化剂存在下有机底物的氧化环化方面，这种配合物比相应的醋酸盐配合物表现出更高的效率。尽管已经报道了许多催化 Suzuki-Miyaura CC 偶联反应，但涉及后过渡金属-TFA 配合物的反应仍然很少见。出于这个原因，我们试图开发一种新的合成途径来合成具有螯合膦配体的 Pd-TFA 配合物，以用于这种偶联反应。在这项工作中，我们制备了一系列 Pd(II)-TFA-（螯合二膦）配合物，并研究了芳基卤化物和芳基硼​​酸的催化