2-amino-3-benzoyl-1-phenylpent-2-ene-1,4-dione | 157558-35-5

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物
• 英文名称: 2-amino-3-benzoyl-1-phenylpent-2-ene-1,4-dione
• 英文别名: Habpd
• CAS: 157558-35-5
• 化学式: C₁₈H₁₅NO₃
• 分子量: 293.322
• InChiKey: IBXMVDSVLXMQMJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.55
• 重原子数：
  22.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  77.23
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  nickel(II) acetate tetrahydrate 、 2-amino-3-benzoyl-1-phenylpent-2-ene-1,4-dione 以 乙醇 为溶剂， 生成 Ni⁽²⁺⁾*2CH₃C(O)C(CO(C₆H₅))C(C(O)C₆H₅)NH^(1-) = Ni(OC(CH₃)C(CO(C₆H₅))C(C(O)(C₆H₅))NH)2
  参考文献：
  名称：

  Carbon-carbon bond formation in the reaction of benzoyl cyanide with nickel(II)β-diketonates

  摘要：

  Nickel beta-diketonates react with benzoyl cyanide to give C-C bond formation between the methine and the cyano carbon atoms. The resulting reddish compounds are square-planar iminodiketonato complexes, which are likely catalytic intermediates in the synthesis of beta-enaminodiones from beta-diketones and PhCOCN. The acetylacetonato derivative [Ni(acac.PhCOCN)2] can be obtained in the solid state in two stable forms; an X-ray single-crystal analysis of form II indicates that the unit cell [monoclinic, space group P2(1)/c, a = 11.408(5) angstrom, b = 15.109(4) angstrom, c = 14.515(5) angstrom, beta = 108.93(3)-degrees] contains two couples of independent, structurally very similar, molecules of the complex. The nickel atom is always centrosymmetrically co-ordinated to the ligand in a N,O bonding configuration, which is preferred to the alternative O,O one.

  DOI：

  10.1039/dt9920001193
• 作为产物：
  描述：

  苯甲酰腈 、 1-苯基-1,3-丁二酮 在 bis(acetylacetonate)nickel(II) 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 10.0h， 以77%的产率得到2-amino-3-benzoyl-1-phenylpent-2-ene-1,4-dione
  参考文献：
  名称：

  Veronese, Augusto C.; Callegari, Rosella; Basato, Marino, Journal of the Chemical Society. Perkin transactions I, 1994, # 13, p. 1779 - 1786

  摘要：

  DOI：

文献信息

• N,O versus O,O coordination in β-imino diketonato complexes: Role of the metal center and of the imino substituent
  作者：Marino Basato、Marzio Bortolussi、Elena Faggin、Cristina Tubaro、Augusto Cesare Veronese

  DOI：10.1016/j.ica.2008.05.003

  日期：2009.1

  beta-Imino carbonyl enolato metal(II) complexes of general formula [M((RCO)(R'CO)CC(R '') NH)(2)] (M = Mn, Fe, Co, Ni, Cu, Zn, Pd, R = R' = Me, R '' = CCl(3); M = Cu, Pd, R = R' = Me, R '' = PhCO; R = Me, R' = Ph, R '' = PhCO; R = R' = Ph, R '' = PhCO) are easily synthesized by the reaction of metal(II) acetates with the proper beta-enaminodiones in 1/2 molar ratio in ethanol at room temperature. In all the cases the trifunctional NOO beta-imino carbonyl enolate ligand acts as bidentate to give ML(2) complexes, whose structure depends on the metal center and on the nature of the substituent R '' at the imino carbon. With R '' = CCl(3) an O,O coordination is observed for all the metal centers but one, in fact palladium(II) exhibits an N,O coordination through the imino nitrogen and one keto oxygen. By contrast with R '' = PhCO the ligand is always coordinated through the imino nitrogen and one keto oxygen atom. (C) 2008 Elsevier B. V. All rights reserved.
• Veronese, Augusto C.; Callegari, Rosella; Basato, Marino, Journal of the Chemical Society. Perkin transactions I, 1994, # 13, p. 1779 - 1786
  作者：Veronese, Augusto C.、Callegari, Rosella、Basato, Marino、Valle, Giovanni

  DOI：——

  日期：——
• Carbon-carbon bond formation in the reaction of benzoyl cyanide with nickel(<scp>II</scp>)β-diketonates
  作者：Marino Basato、Umberto Casellato、Rodolfo Graziani、Augusto C. Veronese

  DOI：10.1039/dt9920001193

  日期：——

  Nickel beta-diketonates react with benzoyl cyanide to give C-C bond formation between the methine and the cyano carbon atoms. The resulting reddish compounds are square-planar iminodiketonato complexes, which are likely catalytic intermediates in the synthesis of beta-enaminodiones from beta-diketones and PhCOCN. The acetylacetonato derivative [Ni(acac.PhCOCN)2] can be obtained in the solid state in two stable forms; an X-ray single-crystal analysis of form II indicates that the unit cell [monoclinic, space group P2(1)/c, a = 11.408(5) angstrom, b = 15.109(4) angstrom, c = 14.515(5) angstrom, beta = 108.93(3)-degrees] contains two couples of independent, structurally very similar, molecules of the complex. The nickel atom is always centrosymmetrically co-ordinated to the ligand in a N,O bonding configuration, which is preferred to the alternative O,O one.