(3R)-3-methoxy-2,4,5-triphenyl-3H-1,2,4-triazole

• 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: (3R)-3-methoxy-2,4,5-triphenyl-3H-1,2,4-triazole
• 化学式: C₂₁H₁₉N₃O
• 分子量: 329.401
• InChiKey: ZDSYEVZBXOPWNL-OAQYLSRUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  28.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  tris(triphenylphosphine)ruthenium(II) chloride 、 (3R)-3-methoxy-2,4,5-triphenyl-3H-1,2,4-triazole 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 14.0h， 以85%的产率得到[RuCl(3,4-diphenyl-1-o-phenylene-1,2,4-triazol-5-ylidene)(PPh₃)₂]*CH₂Cl₂
  参考文献：
  名称：

  Reactions of [RuCl₂(PPh₃)₃] with Nitron and with the “Enders Carbene”: Access to Ruthenium(III) NHC Complexes

  摘要：

  The reactions of [RuCl2(PPh3)(3)] with the "Enders carbene" 1,3,4-triphenyl-1,2,4-triazol-5-ylidene (1) and the "instant carbene" Nitron (2) respectively afforded the Ru-II chelates [RuCl(3)(PPh3)(2)] (3 = 3,4-diphenyl-1-o-phenylene-1,2,4-triazol-5-ylidene) and [RuCl(4)(PPh3)(2)] (4 = 4-pheny1-3-phenylamino-1-o-pheny1 ene-1,2,4-triazol-5-ylidene) in a process involving the ortho metalation of the 1-Ph group of the respective carbene ligand. It proved possible to synthesize [RuCl(3)(PPh3)(2)] more conveniently in higher yield by using the stable carbene precursor 5-methoxy-1,3,4-tripheny1-4,5-dihydro-1H-1,2,4-triazole (Me0-1-H) instead of the free carbene 1 in the presence of triethylamine to trap the HC1 generated by the ortho metalation. Aerobic oxidation of the Ru-II chelates in the presence of chloride ions furnished [RuCl2(3)(PPh3)(2)] and [RuCl2(4)(PPh3)(2)], which are rare examples of RUIII NHC complexes. The crystal structures of. all four complexes were determined by single-crystal X-ray diffraction studies. In addition, the crystal structure of the hydrochloride of Nitron was also determined. In the Rull chelates, the pentacoordinate metal center is in a distorted-square-pyramidal environment with the carbon atom of the ortho-metalated 1-Ph group occupying the apical position. The coordination sphere of the Ruin chelates is complemented by a second chlorido liiand, which is positioned trans to this carbon atom.

  DOI：

  10.1021/om401058e