3-(2-chloroquinolin-3-yl)-1,5-bis(3,4,5-trimethoxyphenyl)pentane-1,5-dione | 1202634-95-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-(2-chloroquinolin-3-yl)-1,5-bis(3,4,5-trimethoxyphenyl)pentane-1,5-dione
• CAS: 1202634-95-4
• 化学式: C₃₂H₃₂ClNO₈
• 分子量: 594.061
• InChiKey: MJCLRWQHXOZWGY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  42
• 可旋转键数：
  13
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  102
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  2,6-二甲基苯基异腈 、 tris-(dibenzylideneacetone)dipalladium(0) 、 3-(2-chloroquinolin-3-yl)-1,5-bis(3,4,5-trimethoxyphenyl)pentane-1,5-dione 以 丙酮 为溶剂， 以58%的产率得到dichlorotetrakis(2,6-xylyl isocyanide)dipalladium(I)
  参考文献：
  名称：

  Synthesis and characterization of novel five-membered palladacycles

  摘要：

  3-(2-Chloroquinolin-3-yl)-1,5-bis(3,4,5-trimethoxy-phenyl)-pentane-2,4-dione derivatives 3a-b were conveniently synthesized in excellent yields (82% each) by tandem Knoevenagel condensation reactions of 2-chloro-3-carbaldehyde-quinoline 1a-b with 3,4,5-trimethoxy acetophenone, followed by a base catalyzed Michael addition, such as DBU (1,8-diazabicyclo[5,4,0]undec-7-ene) with or without solvent. The reactions of 3a-b with Pd(dba)(2) in the presence of PPh3 (1:2) in degassed acetone provided the dinuclear palladium complexes {Pd(C,N-2-C9H4N-CH-[-CH2CO(3,4,5-(OMe-)(3)-C6H2-](2)-3-R-6)Cl(PPh3)}(2) [(R=H (4a), R=OMe (4b)] in moderate yields (38% and 43%), which in turn reacted with an excess of isonitrile XyNC (Xy = 2,6-Me2C6H3) to give the corresponding palladacycles 5a-b in moderate yields (45% and 43%). The palladacycles Sa-b were also obtained in similar yields (32% and 33%) via a one-pot oxidative addition reaction of 3a-b with isonitrile XyNC:Pd(dba)(2) (4:1). The products were characterized by satisfactory elemental analysis and spectral studies (IR, H-1, and P-31 NMR). The crystal structure of 5a was determined by X-ray crystallography diffraction studies. (C) 2009 Published by Elsevier Ltd.

  DOI：

  10.1016/j.poly.2009.06.077