1-diphenylmethyl-3-methylimidazolium iodide | 286014-46-8

• 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: 1-diphenylmethyl-3-methylimidazolium iodide
• CAS: 286014-46-8
• 化学式: C₁₇H₁₇N₂*I
• 分子量: 376.24
• InChiKey: DWTLGUDBCDJTOQ-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -0.05
• 重原子数：
  20.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  8.81
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  bis[dichloro(pentamethylcyclopentadienyl)iridium(III)] 、 1-diphenylmethyl-3-methylimidazolium iodide 在 silver(l) oxide 作用下， 以 二氯甲烷 为溶剂， 反应 16.0h， 以74%的产率得到
  参考文献：
  名称：

  Half-sandwich IridiumIII N-heterocyclic carbene antitumor complexes and biological applications

  摘要：

  Series of half-sandwich Ir-III N-heterocyclic carbene (NHC) antitumor complexes [(eta(5)-Cp*)Ir((CC)-C-boolean AND)Cl] have been synthesized and characterized (Cp* is pentamethyl cyclopentadienyl, and (CC)-C-boolean AND are four NHC chelating ligands containing phenyl rings at different positions). hill complexes showed potent antitumor activity with IC50 values ranged from 3.9 to 11.8 mu M against A549 cells by the MTT assay. Complexes can catalyze the conversion of the coenzyme NADH to NAD(+) and induce the production of reactive oxygen species (ROS), and bonding to BSA by static quenching mode. Complexes can arrest the cell cycle in G(1) or S phase and reduce the mitochondrial membrane potential. Confocal microscopy test show complexes could target the lysosome and mitochondria in cells with the Pearson's colocalization coefficient of 0.82 and 0.21 after 12 h, respectively, and followed by an energy-dependent cellular uptake mechanism.

  DOI：

  10.1016/j.jinorgbio.2018.09.009
• 作为产物：
  描述：

  1-二苯甲基-1H-咪唑 、 碘甲烷 以 乙腈 为溶剂， 以79%的产率得到1-diphenylmethyl-3-methylimidazolium iodide
  参考文献：
  名称：

  Half-sandwich IridiumIII N-heterocyclic carbene antitumor complexes and biological applications

  摘要：

  Series of half-sandwich Ir-III N-heterocyclic carbene (NHC) antitumor complexes [(eta(5)-Cp*)Ir((CC)-C-boolean AND)Cl] have been synthesized and characterized (Cp* is pentamethyl cyclopentadienyl, and (CC)-C-boolean AND are four NHC chelating ligands containing phenyl rings at different positions). hill complexes showed potent antitumor activity with IC50 values ranged from 3.9 to 11.8 mu M against A549 cells by the MTT assay. Complexes can catalyze the conversion of the coenzyme NADH to NAD(+) and induce the production of reactive oxygen species (ROS), and bonding to BSA by static quenching mode. Complexes can arrest the cell cycle in G(1) or S phase and reduce the mitochondrial membrane potential. Confocal microscopy test show complexes could target the lysosome and mitochondria in cells with the Pearson's colocalization coefficient of 0.82 and 0.21 after 12 h, respectively, and followed by an energy-dependent cellular uptake mechanism.

  DOI：

  10.1016/j.jinorgbio.2018.09.009

文献信息

• Aliphatic and Aromatic Intramolecular C−H Activation on Cp*Ir(NHC) Complexes
  作者：Rosa Corberán、Mercedes Sanaú、Eduardo Peris

  DOI：10.1021/om060343r

  日期：2006.7.1

  Facile intramolecular aliphatic and aromatic C-H activations have been observed for a series of complexes based on the "Cp*Ir(NHC)" fragment (NHC = 1-diphenylmethyl-3-methylimidazol-2-ylidene, 1-tert-butyl-3-methylimidazol-2-ylidene, 1-benzyl-3-tert-butylimidazol-2-ylidene, and 1-benzyl-3-isopropylimidazol-2-ylidene). We have performed a series of experiments for elucidating the factors that determine the aromatic or aliphatic C-H activations that occur. In the cases where both aliphatic and aromatic C-H activations are possible, steric factors govern the selectivity of the reaction.