4-tert-butyl-2,6-dibenzoylphenol | 85902-32-5

• 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: 4-tert-butyl-2,6-dibenzoylphenol
• 英文别名: (5-(tert-butyl)-2-hydroxy-1,3-phenylene)bis(phenylmethanone)；4-t-Butyl-2,6-dibenzoylphenol；(3-benzoyl-5-tert-butyl-2-hydroxyphenyl)-phenylmethanone
• CAS: 85902-32-5
• 化学式: C₂₄H₂₂O₃
• 分子量: 358.437
• InChiKey: RPKZETDVEFMDKZ-UHFFFAOYSA-N

物化性质

• 沸点：
  495.5±45.0 °C(Predicted)
• 密度：
  1.153±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-tert-butyl-2,6-dibenzoylphenol 、 四亚甲基二胺 以 四氢呋喃 为溶剂， 反应 2.5h， 以65%的产率得到cyclo-bis{2-[benz(N-butan-1,4-diyl)imidoyl][6-benzimidoyl][4-tert-butyl]phenol}
  参考文献：
  名称：

  由 2,6-二苯甲酰基-4-烷基苯酚和二胺衍生的两种新的无金属大环席夫碱的合成、晶体结构、密度泛函理论 (DFT) 计算和分子轨道计算

  摘要：

  摘要 两种新的酚基无金属大环席夫碱，环双{2-[苯（N-丙烷-1,3-二基）亚氨酰基][6-苯并亚氨酰基][4-甲基]苯酚}和环-双{2-[苯并(N-丁烷-1,4-二基)亚胺酰基][6-苯并亚胺酰基][4-叔丁基]苯酚}已合成，其结构由单晶X射线晶体学确定。执行 DFT 几何优化计算以比较实验和理论结果。每个分子都包括了晶体中中央酚环和外围苯环的平均平面之间的二面角与 DFT 理论计算的比较。通过 DFT 分子轨道计算预测了电子跃迁，并与实验吸收光谱数据进行了比较。图形摘要 一锅合成，

  DOI：

  10.1007/s10870-019-00812-6
• 作为产物：
  描述：

  O-(4-tert-butylphenyl)hydroxylamine 在 dipotassium peroxodisulfate 、 dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer 、 cesium acetate 、 sodium carbonate 、 silver carbonate 作用下， 以 水 、 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， 反应 26.0h， 生成 4-tert-butyl-2,6-dibenzoylphenol
  参考文献：
  名称：

  RhIII催化带有氧化导向基团的芳烃的脱羧邻酰基化

  摘要：

  我们提出了Rh III催化的芳烃脱羧酰化的第一份报告。这种方法可以有效地选择性地获得单/双邻位酰化苯酚。通常，对于对位取代的N-芳氧基乙酰胺，可以通过改变氧化剂的量来控制产物对单酰化和双酰化苯酚的选择性。但是在任何条件下，邻位和间位取代的N-芳氧基乙酰胺都可以提供独家的单酰化产物。

  DOI：

  10.1002/ejoc.201900242

文献信息

• Synthesis, Crystal Structure and DFT Study of 5-tert-Butyl-2-hydroxy-1,3-phenylene-bis(phenylmethanone)
  作者：Sushil K. Gupta、Chanda Anjana、Neha Sen、Jerry P. Jasinski、James A. Golen

  DOI：10.1007/s10870-012-0343-4

  日期：2012.9

  compound C24H22O3, [common name: 4-tert-butyl-2,6-dibenzoylphenol (bdbpH)] (I), crystallizes in the orthorhombic space group P2(1)2(1)2(1) with unit cell parameters a = 7.7633(3), b = 11.4457(6) and c = 21.5319(8) Å, α = β = γ = 90º, Z = 4. In the crystal structure of I, the dihedral angles between the mean planes of the central phenyl ring and the two benzene rings are 71.3(1)° and 44.9(7)°. The two benzene

  标题化合物 C24H22O3，[通用名称：4-叔丁基-2,6-二苯甲酰苯酚 (bdbpH)] (I)，在具有晶胞参数的正交空间群 P2(1)2(1)2(1) 中结晶a = 7.7633(3), b = 11.4457(6) and c = 21.5319(8) Å, α = β = γ = 90º, Z = 4. 在 I 的晶体结构中，平均平面之间的二面角中心苯环和两个苯环为71.3(1)°和44.9(7)°。两个苯环不共面，它们之间的二面角为 42.6(7)°。在不对称单元中观察到分子内 O-H···O 氢键。晶体堆积由弱的分子间 C-H···O 相互作用稳定。通过密度泛函理论分子轨道理论计算在 B3LYP/6-31g(d) 水平上将优化的几何形状与相应的晶体结构进行比较，支持这些观察结果。B3LYP/6-31g(d)方法预测的I和4-甲基-2,6-二苯甲酰苯酚(mdbpH)的电子光谱与
• A novel single-pot synthesis of dinuclear and mononuclear copper(II) complexes with sterically demanding Schiff bases: Structural, spectral, magnetic, electrochemical, DNA binding and theoretical investigation
  作者：Neha Sen、Ray J. Butcher、Jerry P. Jasinski、Sushil K. Gupta

  DOI：10.1016/j.molstruc.2021.129955

  日期：2021.5

  Schiff base [H2LtBu], and 2 – 5, have been characterised by elemental analysis, conductivity measurements, mass spectrometry, IR, electronic, 1H and 13C NMR, and ESR spectroscopy, cyclic voltammetry, X-ray crystallography and variable temperature magnetic susceptibility. In 2 and 3, the macrocyclic N4O2 ligand wraps around square pyramidally coordinated copper in a binuclear phenoxo bridged complex. In

  两种双核Cu II配合物，环[Cu 2（L tBu）Cl 2 ]·4EtOH]（单斜晶系P2 1 / n）（2）和环[Cu 2（L Me）1.5Cl·0·5H 2 O] Cl· （H 2 O）（六方P6）（3）（其中cycloH 2大号TBU  = cyclobis 2- [苯并（N-乙-1,2-二基）亚氨] [6 -亚氨苄基] [4-叔-丁基]苯酚}，而环H 2 L Me =环双2- [苯（N-丙烷-1,3-二基）亚胺基] [6-苯甲酰亚胺基] [4-甲基苯酚]和两个单核Cu II配合物[Cu（L tBu）（OH 2）]（单斜P2 1 / c）（4）和[Cu（上MDBP）2 ]（单斜晶P2 1 / c）的（5）（其中H 2大号TBU  =双[2- 6-苯甲酰基-4-叔-丁基苯酚}亚氨苄基] -1,3-丙烷； mDBPH = 4-甲基-2,6-二苯甲酰苯酚）是通过一锅缩合反应合成的，涉及Cu
• Unusual coordination of mononuclear cobalt(III) complexes with sterically demanding Schiff bases: synthesis, spectroscopy, electrochemistry, crystallography, DNA binding, and theoretical investigation
  作者：Sushil K. Gupta、Neha Sen、Javeed A. Ganaie、Ray J. Butcher、Jerry P. Jasinski

  DOI：10.1080/00958972.2017.1380196

  日期：2017.9.17

  and HL3, and 1–3 have been characterized by elemental analyses, conductivity measurements, mass spectrometry, IR, electronic, 1H and 13C NMR spectroscopy, cyclic voltammetry, and X-ray crystallography. In 1 and 2, the tetradentate ONNO ligand wraps around cobalt in a rare β cis-conformation. Complex 3 possesses a tridentate NNO ligand leading to two seven-membered chelate rings in a fac-CoN4O2 octahedral

  摘要 三种单核 CoIII 配合物 [Co(L1 tBu)(bdbp)]·2EtOH (1)、[Co(L2 tBu)(bdbp)] (2) 和 [Co(L3 tBu)2]ClO4 (3) (其中 H2L1 tBu = 双[6-苯甲酰基-4-叔丁基-2-羟基苯基}苯并-midoyl]-1,2-乙烷，H2L2 tBu = 双[6-苯甲酰基-4-叔丁基-2-羟基苯基}苯并亚氨基]-1,3-丙烷，bdbpH = 4-叔丁基-2,6-二苯甲酰苯酚和 HL3 tBu = 2-N-(4-氨基-丁基)苯并亚氨基}-6-苯甲酰基-4-叔-丁基苯酚），已通过涉及 CoII 高氯酸盐、乙烷-1,2-二胺、丙烷-1,3-二胺和丁烷-1,4-二胺的一锅缩合合成。席夫碱、H2L2 和 HL3 以及 1-3 已通过元素分析、电导率测量、质谱、IR、电子、1H 和 13C NMR 光谱、循环伏安法和 X 射线晶体学进行表征。在
• Synthesis, X-ray structure, electrochemical behaviour and fluorescence studies of mononuclear dioxouranium complexes with oxygen donor ligands
  作者：Sushil K. Gupta、Neha Sen、Ray J. Butcher

  DOI：10.1016/j.poly.2014.01.009

  日期：2014.3

  Two phenol-based mononuclear dioxouranium complexes [UO2(mdbp)(2)OHCH2CMe3}] (1) and [UO2(bdbp)(2)OCHNMe2}] (2) (where mdbpH = 4-methyl-2,6-dibenzoylphenol and bdbpH = 4-tert-butyl-2,6-dibenzoylphendol) have been synthesized and characterized by mass spectrometry, IR, NMR and electronic spectroscopy, cyclic voltammetry and single crystal X-ray diffraction studies. In both the complexes the U-VI atom has pentagonal bipyramidal geometry with two apical oxo groups, two chelating dibenzoyl phenolate ligands and one unidentate neopentanol or DMF molecule in the equatorial plane. The electrochemical behaviour of the complexes was investigated by cyclic voltammetry in CH3CN and DMSO. Both complexes exhibited a single quasireversible/irreversible reduction corresponding to the UO22+/UO21+ couple. The potential for 1 in DMSO shifted towards a more positive value by 0.604 V, indicating the exchange of coordinated neopentanol with DMSO. The fluorescence of 1 and 2 was studied by fluorometric method and was compared with that observed for the ligand precursors. The results indicated characteristic charge transfer emissions. (C) 2014 Elsevier Ltd. All rights reserved.
• An unusual hydroxy-substituted mononuclear nickel(II) complex with a tetradentate Schiff base: Synthesis, spectroscopy, electrochemistry, crystallography, DNA binding, and theoretical investigation
  作者：Sushil K. Gupta、Chanda Anjana、Neha Sen、Ray J. Butcher、Jerry P. Jasinski、James A. Golen

  DOI：10.1016/j.poly.2015.01.017

  日期：2015.3

  The 2:1 Schiff base condensates of 4-methyl-2,6-dibenzoylphenol (mdbpH) or 4-tert-butyl-2,6-dibenzoylphenol (bdbpH) with ethane-1,2-diamine, (LH2)-H-1 and (LH2)-H-2, respectively, were isolated and used to prepare nickel(II) derivatives. The resultant complexes, [Ni(OC6H2(CH3)(COC6H5))(2)(C6H5C=N(CH2)(2)-N=CC6H5)] (1) and [NiOC6H2(t-Bu)(COC6H5))(2)(C6H5C=N(CH2CHOH)N=CC6H5)] (2), have been characterized by elemental analyses, conductivity measurements, mass spectrometry, IR, H-1 and C-13 NMR and electronic spectroscopy, cyclic voltammetry, and X-ray crystallography. The ligand precursors and complexes all crystallize in the P (1) over bar space group. In 1 and 2, the coordination at Ni-II, which shows a slight distortion from square planar towards tetrahedral geometry, comprises two phenolato O and two imine N atoms of the tetradentate (L2-) unit. Density Functional Theory (DFT) calculations provide a satisfactory description of the structural and electronic properties of the new compounds. Electrochemical studies of 1 and 2 are described. The interactions of complexes 1 and 2, and ligands (LH2)-H-1 and (LH2)-H-2, with calf thymus DNA were investigated by UV-Vis absorption titrations and cyclic voltammetric methods. Complexes 1 and 2, and ligands (LH2)-H-1 and (LH2)-H-2 bind to DNA via intercalation; the binding affinity of complex 1 is higher than that of complex 2 and of the ligand precursors (LH2)-H-1 and (LH2)-H-2. (C) 2015 Elsevier Ltd. All rights reserved.