[Pd(IV)(CF3)(water)(acetate-d3)2(benzo[h]quinoline)] | 1251918-29-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯氮卓类
• 英文名称: [Pd(IV)(CF3)(water)(acetate-d3)2(benzo[h]quinoline)]
• 英文别名: [Pd(CF3)(OH2)(OAc-d3)2(bzq)]
• CAS: 1251918-29-2
• 化学式: C₁₈H₁₆F₃NO₅Pd
• 分子量: 495.696
• InChiKey: FTRIGUGHBYVWBL-WZZUBBSXSA-L

计算性质

• 辛醇/水分配系数(LogP)：
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• 重原子数：
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• 可旋转键数：
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• 环数：
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• sp3杂化的碳原子比例：
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• 拓扑面积：
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• 氢给体数：
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• 氢受体数：
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反应信息

• 作为产物：
  描述：

  [Pd(IV)(trifluoromethyl)(water)(acetate)2(benzo[h]quinoline)] 、 [NMe4][acetate-d3] 以 further solvent(s) 为溶剂， 生成 [Pd(IV)(CF3)(water)(acetate-d3)2(benzo[h]quinoline)]
  参考文献：
  名称：

  Oxidation of a Cyclometalated Pd(II) Dimer with “CF₃⁺”: Formation and Reactivity of a Catalytically Competent Monomeric Pd(IV) Aquo Complex

  摘要：

  The reaction of [(bzq)Pd(OAc)](2) (bzq = benzo[h]quinoline) with "CF3+" reagents to afford the monomeric Pd-IV aquo complex (bzq)Pd(CF3)(OAc)(2)(OH2) is demonstrated. Heating this Pd-IV adduct at 60 degrees C for 12 h leads to highly chemoselective aryl-CF3 bond-forming reductive elimination. The rate and yield of this transformation are both significantly enhanced by the addition of Bronsted and Lewis acidic additives. The mechanism of C-CF3 bond formation from (bzq)Pd(CF3)(OAc)(2)(OH2) has been studied, and the major pathway is proposed to involve pre-equilibrium acetate dissociation followed by C-CF3 coupling. Finally, this monomeric Pd-IV complex is shown to be a kinetically competent intermediate for C-H trifluoromethylation with "CF3+" reagents. Collectively, these studies provide valuable insights about the speciation, nuclearity, and reactivity of Pd intermediates in catalytic C-H trifluoromethylation reactions.

  DOI：

  10.1021/ja107780w