(4-tert-butylphen-6-yl)dipyrido[3,2-a:2',3'-c]phenazine | 1292816-94-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 菲咯啉
• 英文名称: (4-tert-butylphen-6-yl)dipyrido[3,2-a:2',3'-c]phenazine
• 英文别名: 6-(4-Tert-butylphenyl)quinoxalino[2,3-f][1,10]phenanthroline
• CAS: 1292816-94-4
• 化学式: C₂₈H₂₂N₄
• 分子量: 414.509
• InChiKey: XRDHYXVPEFGQDW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  32
• 可旋转键数：
  2
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  51.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  potassium tetrachloroplatinate(II) 、 (4-tert-butylphen-6-yl)dipyrido[3,2-a:2',3'-c]phenazine 以 溶剂黄146 为溶剂， 以90%的产率得到[(4-tert-butylphen-6-yl)dipyrido[3,2-a:2',3'-c]phenazine(-1H)PtCl]*2H2O
  参考文献：
  名称：

  Regiospecific Quenching of a Photoexcited Platinum(II) Complex at Acidic and Basic Sites

  摘要：

  The carbometalated complex Pt(dppz phi*)Cl, where dppz phi* denotes the 6-(4-tertbutylphenyl)-dipyrido[3,2-a:2',3'-c]phenazine ligand, exhibits emission in a dichloromethane solution at room temperature with a concentration-dependent excited-state lifetime. Extrapolation to zero Pt(dppz phi*)Cl concentration yields a limiting lifetime of 11.0 mu s in the absence of dioxygen along with an impressive emission quantum yield of 0.17. The visible absorption of Pt(dppz phi*)Cl has intraligand charge-transfer as well as metal-to-ligand charge-transfer character, but the oscillator strength may derive, in part, from pi-pi* excitation within the phenazine moiety. An intriguing aspect of the Pt(dppz phi*)Cl system is that its reactive excited state is subject to regiospecific quenching by Lewis bases and hydrogen-bonding Lewis acids. Base-induced quenching involves an attack at the platinum center. The rate constant increases with the donor strength of the quencher and reaches the order of 10(8) M-1 s(-1) with a relatively strong base like dimethyl sulfoxide. The orbital parentage of the excited state probably influences the quenching rates by affecting the charge density at platinum, as well as at the phenazine nitrogen atoms, where attack by Lewis acids occurs. With mildly acidic alcohols like 1,1,1,3,3,3-hexafluoropropan-2-ol and 2,2,2-trifluoroethanol, high concentrations of the quencher are necessary to suppress the emission. Carboxylic acids are stronger quenchers, and the quenching constant increases with the acid strength according to tabulated plc values. Cyanoacetic acid exhibits the highest measured quenching rate constant (2.6 x 10(9) M-1 s(-1)), which only decreases 30% when the acid is in the (NC)CH2CO2D form. A weaker acid, CH3CO2H, exhibits an even smaller kinetic isotope effect. Literature comparisons suggest that acid-induced quenching probably involves hydrogen-bond formation as opposed to net proton transfer.

  DOI：

  10.1021/ic2000359