2,9-di-sec-butyl-3,4,7,8-tetramethyl-1,10-phenanthroline | 1444611-46-4

• 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: 2,9-di-sec-butyl-3,4,7,8-tetramethyl-1,10-phenanthroline
• 英文别名: dsbtmp；2,9-Di(butan-2-yl)-3,4,7,8-tetramethyl-1,10-phenanthroline；2,9-di(butan-2-yl)-3,4,7,8-tetramethyl-1,10-phenanthroline
• CAS: 1444611-46-4
• 化学式: C₂₄H₃₂N₂
• 分子量: 348.531
• InChiKey: SUOVYYPCOXGKAI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  25.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  tetrakis(actonitrile)copper(I) hexafluorophosphate 、 2,9-di-sec-butyl-3,4,7,8-tetramethyl-1,10-phenanthroline 以 二氯甲烷 为溶剂， 反应 0.25h， 以78.8%的产率得到bis(2,9-di-sec-butyl-3,4,7,8-tetramethyl-1,10-phenanthroline)copper(I) hexafluorophosphate
  参考文献：
  名称：

  Design of a Long-Lifetime, Earth-Abundant, Aqueous Compatible Cu(I) Photosensitizer Using Cooperative Steric Effects

  摘要：

  A new homoleptic Cu(I) photosensitizer, [Cu(dsbtmp)(2)](+) (dsbtmp = 2,9-di(sec-butyl)-3,4,7,8-tetramethyl-1,10-phenanthroline), designed to exhibit cooperative steric hindrance, unexpectedly produced strong photoluminescence (Phi = 1.9-6.3%) and long excited state lifetimes (tau = 1.2-2.8 mu s) in a broad range of coordinating and non-coordinating solvents. The combination of the 2,9-sec-butyl substituents with the neighboring 3,8-methyl groups led to a Cu(I) complex with small degrees of ground and excited state distortion ultimately producing a molecule with robust metal-to-ligand charge transfer photophysics largely insulated from solvent interactions, reversible redox chemistry serving as a strong excited state reductant, along with impressive thermodynamic and photochemical stability in solution.

  DOI：

  10.1021/ic401213p
• 作为产物：
  描述：

  3,4,7,8-四甲基-1,10-菲罗啉 、 仲丁基锂 以 环己烷 、 甲苯 为溶剂， 以54.9%的产率得到2,9-di-sec-butyl-3,4,7,8-tetramethyl-1,10-phenanthroline
  参考文献：
  名称：

  Design of a Long-Lifetime, Earth-Abundant, Aqueous Compatible Cu(I) Photosensitizer Using Cooperative Steric Effects

  摘要：

  A new homoleptic Cu(I) photosensitizer, [Cu(dsbtmp)(2)](+) (dsbtmp = 2,9-di(sec-butyl)-3,4,7,8-tetramethyl-1,10-phenanthroline), designed to exhibit cooperative steric hindrance, unexpectedly produced strong photoluminescence (Phi = 1.9-6.3%) and long excited state lifetimes (tau = 1.2-2.8 mu s) in a broad range of coordinating and non-coordinating solvents. The combination of the 2,9-sec-butyl substituents with the neighboring 3,8-methyl groups led to a Cu(I) complex with small degrees of ground and excited state distortion ultimately producing a molecule with robust metal-to-ligand charge transfer photophysics largely insulated from solvent interactions, reversible redox chemistry serving as a strong excited state reductant, along with impressive thermodynamic and photochemical stability in solution.

  DOI：

  10.1021/ic401213p

文献信息

• Design of a Long-Lifetime, Earth-Abundant, Aqueous Compatible Cu(I) Photosensitizer Using Cooperative Steric Effects
  作者：Catherine E. McCusker、Felix N. Castellano

  DOI：10.1021/ic401213p

  日期：2013.7.15

  A new homoleptic Cu(I) photosensitizer, [Cu(dsbtmp)(2)](+) (dsbtmp = 2,9-di(sec-butyl)-3,4,7,8-tetramethyl-1,10-phenanthroline), designed to exhibit cooperative steric hindrance, unexpectedly produced strong photoluminescence (Phi = 1.9-6.3%) and long excited state lifetimes (tau = 1.2-2.8 mu s) in a broad range of coordinating and non-coordinating solvents. The combination of the 2,9-sec-butyl substituents with the neighboring 3,8-methyl groups led to a Cu(I) complex with small degrees of ground and excited state distortion ultimately producing a molecule with robust metal-to-ligand charge transfer photophysics largely insulated from solvent interactions, reversible redox chemistry serving as a strong excited state reductant, along with impressive thermodynamic and photochemical stability in solution.