[(2′-phenyl-9-O-benzyl-10,11-dihydrocinchonine-C2,N)2IrCl]2 | 1291074-49-1

• 英文名称: [(2′-phenyl-9-O-benzyl-10,11-dihydrocinchonine-C2,N)2IrCl]2
• 英文别名: dichlorotetrakis(2'-phenyl-9-O-benzyl-10,11-dihydrocinchonine(-1H))diiridium(III)；[(2′-phenyl-9-O-benzyl-10,11-dihydrocinchonine-C₂,N)₂IrCl]₂；[(pcn)₂IrCl]₂；[Ir(2'-phenyl-9-O-benzyl-10,11-dihydrocinchonine-N,C(-1H))2Cl]2
• CAS: 1291074-49-1
• 化学式: C₁₂₈H₁₃₂Cl₂Ir₂N₈O₄
• 分子量: 2301.85
• InChiKey: VAIDFTAQBXXAFU-NFFGXTLPSA-L

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
  None
• 可旋转键数：
  None
• 环数：
  None
• sp3杂化的碳原子比例：
  None
• 拓扑面积：
  None
• 氢给体数：
  None
• 氢受体数：
  None

反应信息

• 作为反应物：
  描述：

  2-吡啶甲酸 、 [(2′-phenyl-9-O-benzyl-10,11-dihydrocinchonine-C2,N)2IrCl]2 在 K₂CO₃ 作用下， 以 1,2-二氯乙烷 为溶剂， 以49%的产率得到2-picolinatobis(2'-phenyl-9-O-benzyl-10,11-dihydrocinchonine(-1H))iridium(III)
  参考文献：
  名称：

  Phosphorescent Emitters from Natural Products: Cinchonine-Derived Iridium(III) Complexes

  摘要：

  The natural product cinchonine is readily converted into novel cyclometalating and coordinating ligands that can be used to prepare phosphorescent Ir(III) complexes. These phosphorescent emitters are very soluble in organic solvents and exhibit relatively high quantum efficiencies.

  DOI：

  10.1021/om100993u
• 作为产物：
  描述：

  氯化铱(III) 水合物 、 2'-phenyl-9-O-benzyl-10,11-dihydrocinchonine 以 乙二醇乙醚 、 水 为溶剂， 以44%的产率得到[(2′-phenyl-9-O-benzyl-10,11-dihydrocinchonine-C2,N)2IrCl]2
  参考文献：
  名称：

  Phosphorescent Emitters from Natural Products: Cinchonine-Derived Iridium(III) Complexes

  摘要：

  The natural product cinchonine is readily converted into novel cyclometalating and coordinating ligands that can be used to prepare phosphorescent Ir(III) complexes. These phosphorescent emitters are very soluble in organic solvents and exhibit relatively high quantum efficiencies.

  DOI：

  10.1021/om100993u

文献信息

• Enhanced Emission and Analyte Sensing by Cinchonine Iridium(III) Cyclometalated Complexes Bearing Bent Diphosphine Chelators
  作者：Shao-Xiong Lennon Luo、Lu Wei、Xin-Hai Zhang、Min Hwee Lim、K. X. Vivian Lin、M. H. Valerie Yeo、Wen-Hua Zhang、Zhi-Pan Liu、David J. Young、T. S. Andy Hor

  DOI：10.1021/om400028n

  日期：2013.5.24

  Ir(III) complexes of cyclometalating ligands derived from the natural product cinchonine and bent (4,6-bis(diphenylphosphino)phenoxazine (Nixantphos), 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (Xantphos)) and planar diphosphine ligands (1,2-bis(diphenylphosphino)benzene (dppb)) exhibit good luminescence with quantum efficiencies higher than those of their parent congeners. Steric hindrance by

  天然产物辛可宁和弯曲的（4,6-双（二苯基膦基）吩恶嗪（NiXantphos），4,5-双（二苯基膦基）-9,9-二甲基x吨（Xantphos））衍生的环金属化配体的Ir（III）络合物二膦配体（1,2-双（二苯基膦基）苯（dppb））表现出良好的发光性能，其量子效率高于其母同类物。笨拙的辛可宁衍生配体和弯曲的二膦都存在立体障碍，这可能会限制非辐射能量的转移。辛可宁衍生物和母体配合物在脱气CH 2 Cl 2中的发射范围从472 nm到569 nm，量子效率高达0.38，寿命从0.01到0.46μs。在室温下溶解。对所选实例的DFT计算与晶体学确定的固态结构非常吻合，并通过激发电子从喹啉中心轨道到Ir 5d-苯基分子轨道的衰变来准确预测发射波长。络合物[（pcn）2 Ir（NiXantphos）] [PF 6 ]（2 ; pcn = 2'-苯基-9- O-苄基-10,11-二氢辛可宁-C 2
• Soluble Phosphorescent Iridium(III) Complexes from Cinchonine-Derived Ligands
  作者：Wen-Hua Zhang、Xin-Hai Zhang、Ai Ling Tan、M. Anna Yong、David J. Young、T. S. Andy Hor

  DOI：10.1021/om200759d

  日期：2012.1.23

  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.