2,6-Bis(3-phenylphenyl)pyridine | 142273-93-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2,6-Bis(3-phenylphenyl)pyridine
• CAS: 142273-93-6
• 化学式: C₂₉H₂₁N
• 分子量: 383.492
• InChiKey: KNBOBGCFOUOTPD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.1
• 重原子数：
  30
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2,6-二溴吡啶 、 3-联苯硼酸 在 四(三苯基膦)钯 碳酸氢钠 作用下， 以 乙二醇二甲醚 为溶剂， 以87%的产率得到2,6-Bis(3-phenylphenyl)pyridine
  参考文献：
  名称：

  Directed ortho metalation - suzuki cross coupling connections. Convenient regiospecific routes to functionalized m- and p-teraryls and m-quinquearyls

  摘要：

  Rapid access to a variety of substituted m- and p- teraryls and m- quinquearyls (Table) via Pd-catalyzed, one-pot, sequential and 1:2 cross coupling of aryl halides with aryl boronic acids, both available by metal-halogen exchange or directed ortho metalation tactics, is described.

  DOI：

  10.1016/s0040-4039(00)78854-x

文献信息

• PROCESS FOR PRODUCTION OF DISULFONIC ACID COMPOUND, ASYMMETRIC MANNICH CATALYST, PROCESS FOR PRODUCTION OF -AMINOCARBONYL DERIVATIVE, AND NOVEL DISULFONATE SALT
  申请人：National University Corporation Nagoya University

  公开号：EP2208722A1

  公开（公告）日：2010-07-21

  Hexamethylphosphoramide (HMPA) was added to a reaction vessel containing (R)-1,1'-binaphthyl-2,2'-dithiol and potassium hydroxide. The vessel was purged with oxygen and stirred at 80°C for 5 days under 7 atmospheres of oxygen. After being cooled to room temperature, the reaction product was purified to yield potassium (R)-1,1'-binaphthyl-2,2'-disulfonate. The (R)-1,1'-binaphthyl-2,2'-disulfonic acid obtained from the disulfonate and 2,6-diphenylpyridine were stirred in acetonitrile, and then the solvent was evaporated under reduced pressure. Subsequently, magnesium sulfate and distilled CH2Cl2 were added to the reaction product, and the mixture was stirred at room temperature for 30 minutes. The resulting solution was cooled to 0°C. Benzaldehyde imine whose nitrogen is protected with Cbz and subsequently acetyl acetone were dropped into the solution over a period of 1 hour. The resulting mixture was further stirred at 0°C for 30 minutes. A corresponding β-aminocarbonyl derivative was thus produced with an yield of 91% and an enantiomeric excess of 90% ee.

  在装有 (R)-1,1'-联萘-2,2'-二硫醇和氢氧化钾的反应容器中加入六甲基磷酰胺（HMPA）。在 7 个大气压的氧气条件下，用氧气吹扫该容器并在 80°C 下搅拌 5 天。冷却至室温后，纯化反应产物，得到(R)-1,1'-联萘-2,2'-二磺酸钾。将从二磺酸盐中得到的 (R)-1,1'-联萘-2,2'-二磺酸和 2,6-二苯基吡啶在乙腈中搅拌，然后减压蒸发溶剂。随后，向反应产物中加入硫酸镁和蒸馏过的 CH2Cl2，并在室温下搅拌混合物 30 分钟。所得溶液冷却至 0°C。在 1 小时内向溶液中滴入氮被 Cbz 保护的苯甲醛亚胺，随后滴入乙酰丙酮。所得混合物在 0°C 下继续搅拌 30 分钟。由此制得相应的 β-氨基羰基衍生物，收率为 91%，对映体过量率为 90%ee。
• PROCESS FOR MANUFACTURING DISULFONIC ACID COMPOUND, ASYMMETRIC MANNICH CATALST, PROCESS FOR MANUFACTURING BETA-AMINOCARBONYL DERIVATIVE, AND NOVEL DISULFONATE
  申请人：Ishihara Kazuaki

  公开号：US20100249431A1

  公开（公告）日：2010-09-30

  Hexamethylphosphoramide (HMPA) was added to a reaction vessel containing (R)-1,1′-binaphthyl-2,2′-dithiol and potassium hydroxide. The vessel was purged with oxygen and stirred at 80° C. for 5 days under 7 atmospheres of oxygen. After being cooled to room temperature, the reaction product was purified to yield potassium (R)-1,1′-binaphthyl-2,2′-disulfonate. The (R)-1,1′-binaphthyl-2,2′-disulfonic acid obtained from the disulfonate and 2,6-diphenylpyridine were stirred in acetonitrile, and then the solvent was evaporated under reduced pressure. Subsequently, magnesium sulfate and distilled CH 2 Cl 2 were added to the reaction product, and the mixture was stirred at room temperature for 30 minutes. The resulting solution was cooled to 0° C. Benzaldehyde imine whose nitrogen is protected with Cbz and subsequently acetyl acetone were dropped into the solution over a period of 1 hour. The resulting mixture was further stirred at 0° C. for 30 minutes. A corresponding β-aminocarbonyl derivative was thus produced with an yield of 91% and an enantiomeric excess of 90% ee.