6,6'-bis<(1R,4R)-1,7,7-trimethylbicyclo[2.2.1]-2-hepten-2-yl>-2,2'-bipyridine | 253783-15-2

• 英文名称: 6,6'-bis<(1R,4R)-1,7,7-trimethylbicyclo[2.2.1]-2-hepten-2-yl>-2,2'-bipyridine
• CAS: 253783-15-2
• 化学式: C₃₀H₃₆N₂
• 分子量: 424.629
• InChiKey: AXOIOWWCNQMAHM-AVRWMQKNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.82
• 重原子数：
  32.0
• 可旋转键数：
  3.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  25.78
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  苯硫酚 、 6,6'-bis<(1R,4R)-1,7,7-trimethylbicyclo[2.2.1]-2-hepten-2-yl>-2,2'-bipyridine 在 溶剂黄146 作用下， 反应 3.0h， 以66%的产率得到6,6'-bis<(1R,2S,3R,4S)-3-exo-phenylthio-1,7,7-trimethylbicyclo[2.2.1]heptan-2-endo-yl>-2,2'-bipyridine
  参考文献：
  名称：

  Enantiomerically pure pyridine and 2,2′-bipyridine thioethers: new N–S chiral ligands for asymmetric catalysis. Palladium-catalyzed allylic alkylation

  摘要：

  Diastereomeric pure pyridine and 2,2'-bipyridine thioethers, derived from (+)-camphor, were prepared and assessed in the enantioselective palladium-catalyzed allylic substitution of 1,3-diphenylprop-2-enyl acetate with dimethyl malonate. Enantioselectivities of up to 76% were obtained. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(99)00352-3
• 作为产物：
  描述：

  (1R,2R,4R)-2-(6-bromopyridin-2-yl)-1,7,7-trimethylbicyclo-[2.2.1]heptan-2-ol 在 吡啶 、 氯化亚砜 、 三苯基膦 、 nickel dichloride 、 锌 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 28.5h， 生成 6,6'-bis<(1R,4R)-1,7,7-trimethylbicyclo[2.2.1]-2-hepten-2-yl>-2,2'-bipyridine
  参考文献：
  名称：

  Enantiomerically pure pyridine and 2,2′-bipyridine thioethers: new N–S chiral ligands for asymmetric catalysis. Palladium-catalyzed allylic alkylation

  摘要：

  Diastereomeric pure pyridine and 2,2'-bipyridine thioethers, derived from (+)-camphor, were prepared and assessed in the enantioselective palladium-catalyzed allylic substitution of 1,3-diphenylprop-2-enyl acetate with dimethyl malonate. Enantioselectivities of up to 76% were obtained. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(99)00352-3