1-quinolin-2-yl-3-p-tolyl-propenone | 14849-69-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: 1-quinolin-2-yl-3-p-tolyl-propenone
• 英文别名: 3-(4-Methylphenyl)-1-quinolin-2-ylprop-2-en-1-one
• CAS: 14849-69-5
• 化学式: C₁₉H₁₅NO
• 分子量: 273.334
• InChiKey: UVSFGXLNSVHFCJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  30
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-quinolin-2-yl-3-p-tolyl-propenone 、 二苯基膦 在 C₄₄H₄₂O₁₀P₂Pd 、 1,2,3,4,5,6,7,8-八硫杂环辛烷 作用下， 以 丙酮 为溶剂， 反应 5.5h， 以86.7%的产率得到
  参考文献：
  名称：

  Synthesis of Stereoprojecting, Chiral N-C(sp³)-E Type Pincer Complexes

  摘要：

  A synthetic strategy to generate chiral NC(sp(3))-E (E = S, O) pincer complexes incorporating enhanced stereoprojecting groups at the N-arm site has been established. The synthesis of the tridentate pincer ligand was carried out via palladacycle-catalyzed asymmetric hydrophosphination of N-chelating enones. The chelation properties of the substrates were initially demonstrated on C(sp(2))-N type palladacycles. The extended substrate scope allows versatile structural modifications on the ligand backbone. Subsequent cyclometalation provided N-C(sp(3))-E complexes in a diastereoselective reaction.

  DOI：

  10.1021/acs.organomet.8b00262
• 作为产物：
  描述：

  喹啉-2-甲醛 、 4-甲苯基乙炔 在 哌啶 、 copper(l) iodide 作用下， 以 neat (no solvent) 为溶剂， 反应 20.0h， 以44%的产率得到1-quinolin-2-yl-3-p-tolyl-propenone
  参考文献：
  名称：

  Synthesis of Stereoprojecting, Chiral N-C(sp³)-E Type Pincer Complexes

  摘要：

  A synthetic strategy to generate chiral NC(sp(3))-E (E = S, O) pincer complexes incorporating enhanced stereoprojecting groups at the N-arm site has been established. The synthesis of the tridentate pincer ligand was carried out via palladacycle-catalyzed asymmetric hydrophosphination of N-chelating enones. The chelation properties of the substrates were initially demonstrated on C(sp(2))-N type palladacycles. The extended substrate scope allows versatile structural modifications on the ligand backbone. Subsequent cyclometalation provided N-C(sp(3))-E complexes in a diastereoselective reaction.

  DOI：

  10.1021/acs.organomet.8b00262