trans-[PdI{C6H4(CH2OH)-2}(PPh3)2] | 353798-13-7

• 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: trans-[PdI{C6H4(CH2OH)-2}(PPh3)2]
• 英文别名: trans-[2-(hydroxymethyl)phenyl]iodobis(triphenylphosphine)palladium；trans-[PdI{C₆H₄(CH₂OH)-2}(PPh₃)₂]
• CAS: 353798-13-7
• 化学式: C₄₃H₃₇IOP₂Pd
• 分子量: 865.038
• InChiKey: HBRZXHCGTOUMCY-UHFFFAOYSA-M

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：

  trans-[PdI{C6H4(CH2OH)-2}(PPh3)2] 在 NaH 作用下， 以 not given 为溶剂， 以63%的产率得到(oxomethylene-1,2-phenylene)(triphenylphosphine)palladiumdimer
  参考文献：
  名称：

  Synthesis and Structure of New Oxapalladacycles with a Pd−O Bond

  摘要：

  Reaction of the arylpalladium complex [Pd(2-C6H4CH2OSi-t-BuMe2)(PPh3)(2)I] (9) with n-Bu4NF gave the oxapalladacycle dimer [Pd(2-C6H4CH2O)I(PPh3)](2) (7). Similarly, [Pd(2-C6H4CH2O)I(AsPh3)](2) (11) was obtained by reaction of the arylpalladium complex [Pd(2C(6)H(4)CH(2)OSi-t-BuMe2)(AsPh3)(2)I] (10) with n-Bu4NF. The structure of dimer 7 was confirmed by single-crystal X-ray diffraction. Reaction of 7 or 11 with the bidentate ligands 1,1 ' -bis(diphenylphosphino)ferrocene and 1,10-phenanthroline gave the monomeric oxapalladacycle complexes 16 and 17. Complex 7 inserts tert-butyl isocyanide to form 1,1-dimethyl-N-1(3H)-isobenzofuranylidenethanamine (18). Reaction of [Pd(2-C6H4R)(PPh3)(2)X] (R = CHO, X = Br, 21; R = CO2H, X = Br, 24a; R = CO2H, X = I, 24b) with Ag2CO3 or Cs2CO3/AgBF4 afforded the tetrameric complex [Pd(2-C6H4CO2)(PPh3)](4) (22), whose structure was confirmed by X-ray diffraction.

  DOI：

  10.1021/om0010565
• 作为产物：
  描述：

  四(三苯基膦)钯 、 2-碘苄醇 以 甲苯 为溶剂， 以82%的产率得到trans-[PdI{C6H4(CH2OH)-2}(PPh3)2]
  参考文献：
  名称：

  Synthesis and Structure of New Oxapalladacycles with a Pd−O Bond

  摘要：

  Reaction of the arylpalladium complex [Pd(2-C6H4CH2OSi-t-BuMe2)(PPh3)(2)I] (9) with n-Bu4NF gave the oxapalladacycle dimer [Pd(2-C6H4CH2O)I(PPh3)](2) (7). Similarly, [Pd(2-C6H4CH2O)I(AsPh3)](2) (11) was obtained by reaction of the arylpalladium complex [Pd(2C(6)H(4)CH(2)OSi-t-BuMe2)(AsPh3)(2)I] (10) with n-Bu4NF. The structure of dimer 7 was confirmed by single-crystal X-ray diffraction. Reaction of 7 or 11 with the bidentate ligands 1,1 ' -bis(diphenylphosphino)ferrocene and 1,10-phenanthroline gave the monomeric oxapalladacycle complexes 16 and 17. Complex 7 inserts tert-butyl isocyanide to form 1,1-dimethyl-N-1(3H)-isobenzofuranylidenethanamine (18). Reaction of [Pd(2-C6H4R)(PPh3)(2)X] (R = CHO, X = Br, 21; R = CO2H, X = Br, 24a; R = CO2H, X = I, 24b) with Ag2CO3 or Cs2CO3/AgBF4 afforded the tetrameric complex [Pd(2-C6H4CO2)(PPh3)](4) (22), whose structure was confirmed by X-ray diffraction.

  DOI：

  10.1021/om0010565

文献信息

• Synthesis of Arylpalladium(II) Complexes Derived from Benzyl Alcohol, Reactivity toward Alkyl Halides, and Synthesis of Dinuclear Arylpalladium(II) Complexes
  作者：María-José Fernández-Rodríguez、Eloísa Martínez-Viviente、José Vicente、Peter G. Jones

  DOI：10.1021/acs.organomet.5b00309

  日期：2015.7.13

  The aryl palladium complexes [Pd-(C6H4CH2OH-2)(N<^>N)] (N<^>N = bpy = 2,2'-bipyridyl (1a), tbbpy 4,4'-di-tert-butyl-2,2'-bipyridine (1b), tmeda = N,N,N',N'-tetramethylethylenediamine (1c)) were synthesized by oxidative addition of 2-iodobenzyl alcohol to one equivalent of "[Pd(dba)2]" (dba = dibenzylideneacetone) in the presence of the N<^>N ligands. By reaction of la with three equivalents of XyNC (Xy = 2,6-dimethylphenyl) the insertion complex trans [PdIC(=NXy) (C6H4CH2OH-2)} (CNXy)(2)] (2) was formed. The reaction of 1a with (KOBu)-Bu-t resulted in the formation of the chelate complex [Pd(kappa(2)-C,O-C6H4CH2O-2)(bpy)] (3), which crystallizes as pairs of molecules bridged by hydrogen bonds to water of crystallization. Complex 3 reacts with XyNC, forming the cyclic imidate N-(2,6-dimethylphenyl)-2-benzofuran-1(3H)-imine (4). By various primary alkyl halides RCH2X, the complexes [PdX(C6H4CH2OCH2R-2)(bpy)] (X = I, R = H (5a), X = Br, R = Ph (5b), p-C6H4CH2Br (5c), p-C6H4Br (5d), and p-C6H4I (5e)) were obtained. When the reaction of 3 with p-C6H4(CH2Br)(2) was carried out in a 2:1 ratio, the dinuclear arylpalladium complex [(bpy)BrPd(C6H4CH2OCH2-2)}2(C6H4-1,4)] (6) formed. An halide exchange reaction on Se, using AgOTf and an excess of NaI, afforded [PdIC6H4(CH2OCH2(C6H4I-4))-2}(bpy)] (5f), which by oxidative addition to [Pd(dba)(2)] in the presence of bpy formed another dinuclear arylpalladium complex, Rbpy)IPd(C6H4CH2-2)O(CH2C6H4-4)PdI(bpy)] (7). All the complexes have been extensively characterized by NMR spectroscopy. The crystal structures of la, 3 center dot H2O, and Se were determined by X-ray diffraction studies.