1,1,1,5,5,5-hexafluoro-2,4-pentanedione anion

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,1,1,5,5,5-hexafluoro-2,4-pentanedione anion
• 英文别名: 1,1,1,5,5,5-hexafluoro-pentane-2,4-dione; deprotonated form；Hexafluoracetylacetonat-Ion；Bis(trifluoroacetyl)methanide；1,1,1,5,5,5-hexafluoro-4-oxopent-2-en-2-olate
• 化学式: C₅HF₆O₂
• 分子量: 207.052
• InChiKey: ZUSKFDORJCVUSD-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  40.1
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  trans-PtI(Me)(PPh3)2 、 1,1,1,5,5,5-hexafluoro-2,4-pentanedione anion 以0%的产率得到(methyl)(1,1,1,5,5,5-hexafluoro-2,4-pentanedione)(triphenylphosphine)platinum(II)
  参考文献：
  名称：

  Synthesis of σ-alkyl diketonato and monothio ß-diketonato complexes of platinum(II) and palladium(II)

  摘要：

  A variety of Pt(II) and Pd(II) sigma-methyl complexes of general formula MMe(beta-dik)(PPh3) (M = Pt, Pd; beta-dik = beta-diketonate or monothio-beta-diketonate ligands) have been prepared and fully characterized. The structures of the complexes are very sensitive to the nature of the beta-dik ligand, both in terms of the coordinating atoms (O,O or O,S) and with respect to the moieties attached to the backbone of the beta-dik ligand. In complexes containing the monothio-beta-diketonate ligand the sigma-methyl ligand always selects a coordination site that is predominantly trans to the oxygen atom.

  DOI：

  10.1016/0022-328x(91)86181-o
• 作为产物：
  描述：

  三氟乙酰氯 、 1,1,1-三氟丙酮烯醇阴离子 以 gas 为溶剂， 生成 1,1,1,5,5,5-hexafluoro-2,4-pentanedione anion 、 TFAA
  参考文献：
  名称：

  气相中烯醇阴离子的环境反应性。用 CF3COCl 进行碳酰化与氧酰化的实验测定

  摘要：

  使用 FT-ICR 研究了烯醇阴离子 RCOCH2- 和 CF3COCl 之间的气相反应。碳和氧与 CF3COCl 的酰化产生不同的离子产物。对于系列 R = CF3、m-XC6H4 (X = CH3、H、OCH3、F、CF3)、H、CH3、(CH3)3C、CH2CH 和 F，观察到碳侵蚀和氧侵蚀，氧侵蚀占主导地位对于大多数烯醇。这是由于氧攻击的内在活化能较低。碳与氧的相对反应性随烯醇化物中的取代基 R 发生显着变化。两个通道的相对整体放热性与烯醇化物的碳与氧的相对反应性之间的关系源自 Marcus 理论。两个通道的相对整体放热性与能量差 ΔHke 相关，

  DOI：

  10.1021/ja9502233

文献信息

• Studies on Mixed Chelates. XIV. Influences of Solvent Polarity, and of Substituent Groups in β-Diketonate Ligands, on the Electronic Spectra of 5-Coordinated Mixed Copper(II) Chelates in Organic Solutions
  作者：Yutaka Fukuda、Mayumi Yasuhira、Kozo Sone

  DOI：10.1246/bcsj.58.3518

  日期：1985.12

  Several chelates of copper(II), Cu(tmen)(dike)X, were newly obtained where tmen=N,N,N′,N′-tetramethylethylenediamine, dike= a β-diketonate ion, and X−= a halide or pseudohalide anion. These complexes exist as 5-coordinated species, with axially coordinated X−, in nonpolar solvents. In more polar solvents, they are ionized according to the solvent polarity, and form the following equilibrium mixtur

  新获得了铜 (II)、Cu(tmen)(dike)X 的几种螯合物，其中 tmen=N,N,N',N'-四甲基乙二胺，dike= β-二酮离子，并且 X-= 卤化物或假卤化物阴离子。在非极性溶剂中，这些配合物以 5 配位物种存在，具有轴向配位的 X-。在极性更大的溶剂中，它们根据溶剂极性被电离，并形成以下平衡混合物：[Cu(tmen)(dike)X]\ightleftharpoons[Cu(tmen)(dike)]++X−5–coordinated 4 – 配位（溶剂化，四方）该平衡由（a）溶剂的受体和供体性质的强度控制，可以通过其极性因子（Pf）表示，即供体数量和受体数量的线性组合的溶剂，
• Ternary complexes of copper(I) with 2,9-dimethyl-1,10-phenanthroline and some oxygen-donor ligands
  作者：Whei-Lu Kwik、Kok-Peng Ang

  DOI：10.1039/dt9810000452

  日期：——

  A series of eight ternary complexes, viz.[Cu(dmphen)L](dmphen = 2,9-dimethyl-1,10-phenanthroline, L = a bidentate oxygen-donor ligand), has been synthesised and characterised. In those complexes containing a β-diketonate, substitution of CF3 for CH3 of the acetylacetonate is accompanied by a shift of the C–O and C–C stretching vibrations to higher frequencies and that of the M–O to lower frequencies

  一系列的八个三元复合物，即。[Cu（dmphen）L]（dmphen = 2,9-二甲基-1,10-菲咯啉，L =二齿氧供体配体）已经合成并表征。在那些含有β-二酮酸酯的络合物中，CF 3代替乙酰丙酮的CH 3伴随着C–O和C–C拉伸振动向更高频率的移动，而M–O的拉伸振动向较低频率的移动，这是指示性的CF 3基团的强正感应作用。的1个H核磁共振光谱的结果表明，八个三元体系，不像[铜（dmphen）2 CL]，仍基本在氯仿溶液中未离解的。
• Ambident Reactivity of Enolate Anions in the Gas Phase. Experimental Determination of Carbon vs Oxygen Acylation with CF₃COCl
  作者：Meili Zhong、John I. Brauman

  DOI：10.1021/ja9502233

  日期：1996.1.1

  intrinsic activation energy for oxygen attack. The relative reactivity of carbon vs oxygen changes significantly with the substituent R in the enolates. The relationship between the relative overall exothermicity of the two channels and the relative reactivity of carbon vs oxygen of enolates is derived from Marcus theory. The relative overall exothermicity of the two channels is correlated with the energy

  使用 FT-ICR 研究了烯醇阴离子 RCOCH2- 和 CF3COCl 之间的气相反应。碳和氧与 CF3COCl 的酰化产生不同的离子产物。对于系列 R = CF3、m-XC6H4 (X = CH3、H、OCH3、F、CF3)、H、CH3、(CH3)3C、CH2CH 和 F，观察到碳侵蚀和氧侵蚀，氧侵蚀占主导地位对于大多数烯醇。这是由于氧攻击的内在活化能较低。碳与氧的相对反应性随烯醇化物中的取代基 R 发生显着变化。两个通道的相对整体放热性与烯醇化物的碳与氧的相对反应性之间的关系源自 Marcus 理论。两个通道的相对整体放热性与能量差 ΔHke 相关，
• Synthesis of σ-alkyl diketonato and monothio ß-diketonato complexes of platinum(II) and palladium(II)
  作者：Hong Jin、Kingsley J. Cavell

  DOI：10.1016/0022-328x(91)86181-o

  日期：1991.11

  A variety of Pt(II) and Pd(II) sigma-methyl complexes of general formula MMe(beta-dik)(PPh3) (M = Pt, Pd; beta-dik = beta-diketonate or monothio-beta-diketonate ligands) have been prepared and fully characterized. The structures of the complexes are very sensitive to the nature of the beta-dik ligand, both in terms of the coordinating atoms (O,O or O,S) and with respect to the moieties attached to the backbone of the beta-dik ligand. In complexes containing the monothio-beta-diketonate ligand the sigma-methyl ligand always selects a coordination site that is predominantly trans to the oxygen atom.