(+)-(R)-3,3'-(1-methylethylenedioxy)-2,2'-bipyridine | 175411-92-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (+)-(R)-3,3'-(1-methylethylenedioxy)-2,2'-bipyridine
• CAS: 175411-92-4
• 化学式: C₁₃H₁₂N₂O₂
• 分子量: 228.25
• InChiKey: XSPWCGJPMZSOFQ-SECBINFHSA-N

物化性质

• 沸点：
  419.1±33.0 °C(Predicted)
• 密度：
  1.200±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  17.0
• 可旋转键数：
  0.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  44.24
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  sodium hexaflorophosphate 、 [Pd(O2CCF3)2((R)-3,3'-(1-methylethylenedioxy)-2,2'-bipyridine)] 、 (+)-(R)-3,3'-(1-methylethylenedioxy)-2,2'-bipyridine 以 甲醇 为溶剂， 以85%的产率得到[Pd((R)-3,3'-(1-methylethylenedioxy)-2,2'-bipyridine)2][PF6]2
  参考文献：
  名称：

  New atropisomeric N–N ligands for CO/vinyl arene copolymerization reaction

  摘要：

  新的双齿双吡啶类配体（3,3′-(乙烯醚基)-2,2′-双吡啶 3；3,3′-(丙烯醚基)-2,2′-双吡啶 4；3,3′-(丁烯醚基)-2,2′-双吡啶 5）已被合成，这些配体在芳香环的3,3′位之间有一个桥连接。结合之前报道的类似配体（(R)-3,3′-(1-甲基乙烯醚基)-2,2′-双吡啶）1 和 ((S,S)-3,3′-(1,2-二甲基乙烯醚基)-2,2′-双吡啶）2，它们被用于合成相应的双配位阳离子复合物 [Pd(N–N)2][PF6]2。报告了这四个复合物通过X射线分析获得的晶体结构和数据比较。这些钯化合物被用作CO/苯乙烯和CO/4-甲基苯乙烯共聚合反应的前催化剂，显示出配体骨架的小变化显著影响催化体系的产物产量。

  DOI：

  10.1039/b716656g
• 作为产物：
  描述：

  (-)-3,3'-(1-methylethylenedioxy)bis(2-bromopyridine) 在 三苯基膦 、 nickel dichloride 、 锌 作用下， 生成 (+)-(R)-3,3'-(1-methylethylenedioxy)-2,2'-bipyridine
  参考文献：
  名称：

  New atropisomeric bidentate nitrogen-donor compounds as potential stereocontrollers in mild CO–styrene copolymerisation catalysed by palladium(II) salts

  摘要：

  Two new atropisomeric bidentate nitrogen-donor chelating ligands, namely (-1)-(S,S)-3,3'-(1,2-dimethylethylenedioxy)-2,2'-bipyridine L(1) and (+)-(R)-3,3'-(1-methylethylenedioxy)-2,2'-bipyridine L(2), have been synthesised and characterised. The crystal structure of L(2) confirmed its atropisomeric nature, the dihedral angle between the planes containing the pyridine rings being 50.1(1)degrees. The interaction of the new compounds, with palladium(II) salts led to the corresponding monochelated palladium complexes, [PdL(1)(O2CCF3)(2)] 1 and [PdL(2)(O2CCF3)(2)] 2, the crystal structures of which have been determined. Both complexes crystallised with two independent molecules in the unit cell. In the two molecules of 1 the ligand L(1) is in the same conformation while fdr 2 the two independent molecules correspond to two different atropisomers. The co-ordination geometry around palladium is square planar in all the molecules. In the two independent molecules of 1 and 2 the dihedral angle between the pyridine ring is considerably smaller than that observed in free L(2). The complexes are very active catalyst precursors in CO-styrene copolymerisation under mild reaction conditio;ns (P-co = 1 atm, 30 degrees C). The inhibiting role of carbon monoxide is evidenced. A low asymmetric induction was observed together with short isotactic sequences in the copolymer chain.

  DOI：

  10.1039/dt9960001021