(S)-2-(2-bromophenyl)-4-isopropyl-4-methyl-4,5-dihydro-1H-imidazol-5-one | 1276021-31-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (S)-2-(2-bromophenyl)-4-isopropyl-4-methyl-4,5-dihydro-1H-imidazol-5-one
• 英文别名: (4S)-2-(2-bromophenyl)-4-methyl-4-propan-2-yl-1H-imidazol-5-one
• CAS: 1276021-31-8
• 化学式: C₁₃H₁₅BrN₂O
• 分子量: 295.179
• InChiKey: JFGUQPRYAKIKPW-ZDUSSCGKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  41.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (S)-2-(2-bromophenyl)-4-isopropyl-4-methyl-4,5-dihydro-1H-imidazol-5-one 在 potassium tert-butylate 、 异丙基氯化镁 作用下， 以 四氢呋喃 、 乙醚 、 N,N-二甲基甲酰胺 为溶剂， 反应 24.5h， 生成 (S)-2-(4-isopropyl-1,4-dimethyl-5-oxo-4,5-dihydro-1H-imidazol-2-yl)benzoic acid
  参考文献：
  名称：

  Structure and catalytic activity of organopalladium(II) complexes based on 4,5-dihydro-1H-imidazol-5-one derivatives

  摘要：

  The paper describes preparation of a chiral bidentate ligand 2-(2-bromophenyl)-4,5-dihydro-1H-imidazol-5-one, and a tridentate ligand 2-bromo-1,3-bis(4,5-dihydro-1H-imidazol-5-on-2-yl)benzene, whose oxidative addition reaction with Pd(0) giving neutral organopalladium(II) complexes has been studied. The structure of these complexes was studied by means of NMR spectroscopy and X-ray diffraction. After transformation of the neutral organopalladium(II) complexes into the corresponding ionic species the latter were studied as enantioselctive catalysts for asymmetric Friedel-Crafts alkylation and Michael addition. (C) 2010 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2010.10.031
• 作为产物：
  描述：

  2-溴苯甲酰氯 在 三乙胺 、 potassium hydroxide 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 245.0h， 生成 (S)-2-(2-bromophenyl)-4-isopropyl-4-methyl-4,5-dihydro-1H-imidazol-5-one
  参考文献：
  名称：

  Structure and catalytic activity of organopalladium(II) complexes based on 4,5-dihydro-1H-imidazol-5-one derivatives

  摘要：

  The paper describes preparation of a chiral bidentate ligand 2-(2-bromophenyl)-4,5-dihydro-1H-imidazol-5-one, and a tridentate ligand 2-bromo-1,3-bis(4,5-dihydro-1H-imidazol-5-on-2-yl)benzene, whose oxidative addition reaction with Pd(0) giving neutral organopalladium(II) complexes has been studied. The structure of these complexes was studied by means of NMR spectroscopy and X-ray diffraction. After transformation of the neutral organopalladium(II) complexes into the corresponding ionic species the latter were studied as enantioselctive catalysts for asymmetric Friedel-Crafts alkylation and Michael addition. (C) 2010 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2010.10.031

文献信息

• Structure and catalytic activity of organopalladium(II) complexes based on 4,5-dihydro-1H-imidazol-5-one derivatives
  作者：Pavel Drabina、Břetislav Brož、Zdeňka Padělková、Miloš Sedlák

  DOI：10.1016/j.jorganchem.2010.10.031

  日期：2011.2

  The paper describes preparation of a chiral bidentate ligand 2-(2-bromophenyl)-4,5-dihydro-1H-imidazol-5-one, and a tridentate ligand 2-bromo-1,3-bis(4,5-dihydro-1H-imidazol-5-on-2-yl)benzene, whose oxidative addition reaction with Pd(0) giving neutral organopalladium(II) complexes has been studied. The structure of these complexes was studied by means of NMR spectroscopy and X-ray diffraction. After transformation of the neutral organopalladium(II) complexes into the corresponding ionic species the latter were studied as enantioselctive catalysts for asymmetric Friedel-Crafts alkylation and Michael addition. (C) 2010 Elsevier B.V. All rights reserved.