2',3',4',5',6'-pentadeuterioflavone | 54849-75-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 英文名称: 2',3',4',5',6'-pentadeuterioflavone
• 英文别名: flavone-2',3',4',5',6'-d5；2',3',4',5',6'-Pentadeutero-flavon；2',3',4',5',6'-Pentadeuteroflavon；2-(2,3,4,5,6-Pentadeuteriophenyl)chromen-4-one；2-(2,3,4,5,6-pentadeuteriophenyl)chromen-4-one
• CAS: 54849-75-1
• 化学式: C₁₅H₁₀O₂
• 分子量: 227.203
• InChiKey: VHBFFQKBGNRLFZ-FSTBWYLISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  色酮 、 氘代苯 在 palladium(II) trifluoroacetate 、 silver(I) acetate 、 cesium pivalate 作用下， 反应 1.0h， 生成 2',3',4',5',6'-pentadeuterioflavone
  参考文献：
  名称：

  Unraveling innate substrate control in site-selective palladium-catalyzed C–H heterocycle functionalization

  摘要：

  Pd（ii）催化的色酮和烯酰胺的直接芳基化反应具有不同的位点选择性。计算和实验研究揭示了一种机制转换，从C3选择性的CMD机制转变为C2选择性的碳钯化途径。该模型解释了烯酰胺和色酮的相反选择性，并且还正确预测了杂环芳香底物的C-H官能化选择性与偶联试剂的关系。

  DOI：

  10.1039/c5sc04590h

文献信息

• Palladium-catalyzed oxidative arylation of chromones via a double C–H activation: an expedient approach to flavones
  作者：Ko Hoon Kim、Hyun Seung Lee、Se Hee Kim、Jae Nyoung Kim

  DOI：10.1016/j.tetlet.2012.03.100

  日期：2012.5

  A palladium-catalyzed oxidative arylation of chromones was examined. A regioselective 2-arylation of chromone was carried out via a double C–H activation process. The procedure provided an expedient approach for the preparation of flavone derivatives.

  检查了钯催化色酮的氧化芳基化作用。色酮的区域选择性2-芳基化是通过双重C–H活化过程进行的。该方法为黄酮衍生物的制备提供了一种方便的方法。
• Semi-empirical and vibrational studies of flavone and some deuterated analogues
  作者：L. Vrielynck、J.P. Cornard、J.C. Merlin、M.F. Lautie

  DOI：10.1016/0584-8539(93)e0033-s

  日期：1994.11

  The infrared solid state, Raman solid state and tetrachloride solution spectra of flavone have been obtained. Assignments of most of the vibrational data have been performed by comparison between the spectra of flavone and three isotopic species, deuterated on the A, B and C rings, respectively. The vibrational frequencies for all the investigated compounds have been calculated from the conformational analysis of flavone using the semi-empirical AM1 method and compared with experimental values. The correlation is more or less satisfactory; however, for some vibrational modes, the calculated isotopic shifts agree better with experiment than do the frequencies themselves, Specific vibrational modes which retain a benzene ring monosubstituted and ortho-distributed character have been recognized in the spectra, according to literature data, isotopic frequency shifts and graphic representation of the atomic displacements.