6,7-dimethyl-2-(pyridin-2-yl)quinoxaline | 875467-69-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 6,7-dimethyl-2-(pyridin-2-yl)quinoxaline
• 英文别名: 6,7-Dimethyl-2-pyridin-2-ylquinoxaline
• CAS: 875467-69-9
• 化学式: C₁₅H₁₃N₃
• 分子量: 235.288
• InChiKey: UPZOHQLVHWWQBC-UHFFFAOYSA-N

物化性质

• 沸点：
  410.1±40.0 °C(Predicted)
• 密度：
  1.170±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  38.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  bis(triphenylphosphane)copper(I) nitrate 、 6,7-dimethyl-2-(pyridin-2-yl)quinoxaline 在 三苯基膦 作用下， 以 氯仿 为溶剂， 以73%的产率得到[Cu(6,7-dimethyl-2-(pyridin-2-yl)quinoxaline)(triphenylphosphine)₂]NO₃
  参考文献：
  名称：

  Tetrahedral copper(I) complexes of novel N,N-bidentate ligands and photophysical properties

  摘要：

  A series of copper(I) complexes [Cu(L)(PPh3)(2)]NO3 (1-5) of bidentate ligands 2-pyridin 2 yl quinoline (L1), 4-phenyl-2-pyridin-2-yl quinoline (L2) 2-pyridin-2-yl quinoxaline (L3), 6,7-dimethyl-2-(pyridin-2-yl)quinoxaline (L4), and 4-phenyl-2-pyridin-2-yl-quinazoline (L5) have been synthesized and characterized by elemental analysis, absorption, emission, IR, H-1, C-13, P-31 NMR spectroscopies and redox method. Of these complexes [Cu(L1) (PPh3)(2)]NO3 (1), [Cu(L3)(PPh3)(2)]NO3 (3), and [Cu(L4)(PPh3)(2)]NO3 (4) are structurally characterized by single-crystal X-ray analysis. They exhibited distorted tetrahedral coordination geometries around the copper(I) center with tau(4) values of 0.77-0.86. In the solid-state, all these complexes have exhibited emission in the range of 450-750 nm and their excited-state lifetimes were measured as of 1.9-8.9 mu s. However, all the complexes were found to be weak emissive in solution due to the excited state structural rearrangement. Further, Time-dependent density-functional theory (TDDFT) calculations showed that the charge transfers are mainly caused by the contribution of HOMO-2 -> LUMO, HOMO-1 -> LUMO and HOMO -> LUMO orbitals.

  DOI：

  10.1016/j.ica.2020.119999
• 作为产物：
  描述：

  2-乙酰基吡啶 、 4，5-二甲基-1，2-苯二胺 在 aqueous silica 作用下， 以 甲醇 为溶剂， 反应 24.0h， 以58%的产率得到6,7-dimethyl-2-(pyridin-2-yl)quinoxaline
  参考文献：
  名称：

  二齿配体的 铜（ii）配合物催化固定大气中的二氧化碳†

  摘要：

  新的铜（II）配合物，[铜（L1）2（H 2 O）]（CLO 4）2，1 [L1 = 2-吡啶-2-基-喹啉]，[铜（L2）2（H 2 ö ）]（CLO 4）2，2 [L2 = 2-吡啶-2-基-喹喔啉]，[铜（L3）2（H 2 O）]（CLO 4）2，3 [L3 = 6,7-二甲基-2-吡啶-2-基-喹喔啉]，[铜（L4）2（H 2 O）]（CLO 4）2，4 [L4 = 4-苯基-2-吡啶-2-基-喹啉]和[铜（L5）2（H 2 O）]（CLO 4） 2， 5 [L5 = 4-苯基-2-吡啶-2-基-喹唑啉]，被合成和表征作为催化剂用于大气中CO的选择性固定2。的分子结构2是由单晶X射线研究测定，并显示出具有不寻常的三角双锥几何形状（ τ，0.936）周围的铜（ II）中心，两个配体单位的协调和一个水分子。Cu–N quin（2.040，2.048Å）键比Cu–N pyr（1.987Å）键稍长，但比Cu–O水键（2

  DOI：

  10.1039/c7dt03062b

文献信息

• Identification of cytotoxic copper(II) complexes with phenanthroline and quinoline, quinoxaline or quinazoline-derived mixed ligands
  作者：Kartikeyan Radhakrishnan、Themmila Khamrang、Karpagam Sambantham、Veeresh Kumar Sali、Upendra Chitgupi、Jonathan F. Lovell、A. Akbarsha Mohammad、Rajendiran Venugopal

  DOI：10.1016/j.poly.2020.114886

  日期：2021.1

  responsible for cytotoxicity of the complexes. Fluorescent staining assays showed that all complexes induce apoptotic cell death along with some degree of necrosis. Western blot analysis of caspase-3 expression of cells exposed to Cu(II) complexes 1 and 5 revealed that both promote apoptosis, with 5 demonstrating more efficient potency. Thus, the mixed ligand copper complexes demonstrated efficient biological

  摘要一系列混合的配体铜（II）配合物，配制成[Cu（L1-L5）（phen）（H2O）]（ClO4）2（1-5），其中phen = 1,10-菲咯啉，L1 = 2 -吡啶-2-基-喹啉，L2 = 2-吡啶-2-基-喹喔啉，L3 = 6,7-二甲基-2-吡啶-2-基-喹喔啉，L4 =​​ 4-苯基-2-吡啶-2合成并表征了L 5 ＝ 4-苯基-2-吡啶-2-基-喹唑啉。通过单晶X射线研究确定了3的分子结构，该分子单独形成了可观的晶体，并且Cu（II）周围的配位几何形状几乎为方形金字塔形（τ，0.092）。研究了混合配体配合物1-5的DNA和蛋白质结合，DNA裂解和体外细胞毒性，并与它们的类似物双配合物[Cu（L1-L5）2 ]（ ）2 6-10进行了比较。所有五种混合的配体复合物均具有有效的DNA和蛋白质结合能力，其中5是最有效的。DNA裂解研究表明，所有混合的配体复合物均参与了自
• Controlling Ground and Excited State Properties through Ligand Changes in Ruthenium Polypyridyl Complexes
  作者：Dennis L. Ashford、Christopher R. K. Glasson、Michael R. Norris、Javier J. Concepcion、Shahar Keinan、M. Kyle Brennaman、Joseph L. Templeton、Thomas J. Meyer

  DOI：10.1021/ic500408j

  日期：2014.6.2

  The capture and storage of solar energy requires chromophores that absorb light throughout the solar spectrum. We report here the synthesis, characterization, electrochemical, and photophysical properties of a series of Ru(II) polypyridyl complexes of the type [Ru(bpy)(2)(N-N)](2+) (bpy = 2,2'-bipyridine; N-N is a bidentate polypyridyl ligand). In this series, the nature of the N-N ligand was altered, either through increased conjugation or incorporation of noncoordinating heteroatoms, as a way to use ligand electronic properties to tune redox potentials, absorption spectra, emission spectra, and excited state energies and lifetimes. Electrochemical measurements show that lowering the pi* orbitals on the N-N ligand results in more positive Ru3+/2+ redox potentials and more positive first ligand-based reduction potentials. The metal-to-ligand charge transfer absorptions of all of the new complexes are mostly red-shifted compared to Ru(bpy)(3)(2+) (lambda(max) = 449 nm) with the lowest energy MLCT absorption appearing at lambda(max) = 564 nm. Emission energies decrease from lambda(max) = 650 nm to 885 nm across the series. One-mode Franck-Condon analysis of room-temperature emission spectra are used to calculate key excited state properties, including excited state redox potentials. The impacts of ligand changes on visible light absorption, excited state reduction potentials, and Ru3+/2+ potentials are assessed in the context of preparing low energy light absorbers for application in dye-sensitized photoelectrosynthesis cells.