2'-(4-fluorophenyl)-9-O-benzyl-10,11-dihydrocinchonine | 1353857-71-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 2'-(4-fluorophenyl)-9-O-benzyl-10,11-dihydrocinchonine
• CAS: 1353857-71-2
• 化学式: C₃₂H₃₃FN₂O
• 分子量: 480.625
• InChiKey: RCFXALWJHPEXIL-SWPNOXJWSA-N

反应信息

• 作为产物：
  描述：

  在 2-苯基吡啶 、 potassium carbonate 作用下， 以 乙二醇乙醚 为溶剂， 反应 12.0h， 以21%的产率得到2'-(4-fluorophenyl)-9-O-benzyl-10,11-dihydrocinchonine
  参考文献：
  名称：

  Soluble Phosphorescent Iridium(III) Complexes from Cinchonine-Derived Ligands

  摘要：

  Cinchonine-derived complexes Ir(L2)(2)(acac) (3), Ir(L2)(2)(dbm) (4), [Ir(L1)(2)(bipy)] [PF6] (5), [Ir(L1)(2)(phen)] [PF6] (6), [Ir(L1)(2)(dppe)] [PF6] (7), [Ir(L2)(2)(bipy)][PF6] (8), [Ir(L2)(2)(phen)][PF6] (9), and [Ir(L2)2(dppe)][PF6] (10) (L1 = 2'-phenyl-9-O-benzyl-10,11-dihydrocinchonine-N,C; L2 = 2'-(2,4-difluorophenyl)-9-O-benzyl-10,11-dihydrocinchonine-N,C; acac = acetylacetonate; dbm = dibenzoylmethane; bipy = 2,2'-bipyridine; phen = 1,10-phenanthroline; dppe = (Z)-1,2-bis(diphenylphosphino)ethene) are highly soluble in common organic solvents and phosphoresce with emission wavelengths from orange to green (583-529 nm) and internal quantum efficiencies from 4 to 24%. The emission is blue-shifted for the neutral auxiliary ligands and/or by incorporation of fluorine into the alkaloid-based chromophore. An unprecedented regiospecific monohydrodefluorination of L2, giving 2'-(4-fluorophenyl)-9-O-benzyl-10,11-dihydrocinchonine (L2'), occurred during the synthesis of 3 and 4.

  DOI：

  10.1021/om200759d