2-(pyridine-2-yl)-1H-phenanthro[9,10-d]oxazole | 1233922-74-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: 2-(pyridine-2-yl)-1H-phenanthro[9,10-d]oxazole
• 英文别名: 2-(pyridin-2-yl)phenanthro[9,10-d]oxazole；2-Pyridin-2-ylphenanthro[9,10-d][1,3]oxazole；2-pyridin-2-ylphenanthro[9,10-d][1,3]oxazole
• CAS: 1233922-74-1
• 化学式: C₂₀H₁₂N₂O
• 分子量: 296.328
• InChiKey: YNANEANYORRQFH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  23
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  38.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(pyridine-2-yl)-1H-phenanthro[9,10-d]oxazole 以 二氯甲烷 、 二甲基亚砜 为溶剂， 生成 dichloro[2-(pyridin-2-yl)-phenanthro[9,10-d]oxazole]palladium(II) dimethylsulfoxide
  参考文献：
  名称：

  2-（1H-咪唑-2-基）吡啶和2-（恶唑-2-基）吡啶配体的半球形：咪唑和恶唑环路易斯碱度，Ni（II）/ Pd（II）配合物结构和光谱

  摘要：

  摘要合成并研究了14种新的有机分子A1-A4，B1-B5，C1-C4和D以及一系列过渡金属（II）配合物（Ni1-Ni9和Pd1-Pd2b），以表征2-的半透明性（1H-咪唑-2-基）吡啶和2-（恶唑-2-基）吡啶配体（A1-A4 = 2-R2-6-（4,5-二苯基-1R1-咪唑-2-基）吡啶， R1 = H或CH3，R2 = H或CH3； B1-B5 = 1-R2-2-（吡啶-2-基）-1R1-菲[9,10-d]咪唑/恶唑，R1 = H或CH3， R2 = H或CH3； C1-C4 = 2-（6-R2-吡啶-2-基）-1H-咪唑/恶唑[4,5-f] [1,10]菲咯啉，R2 = H或CH3； D ＝ 2-甲磺酰基-1H-咪唑并[4,5-f] [1,10]菲咯啉）。它们还用于研究取代基对供体强度的影响以及半不稳定配体的咪唑/恶唑片段的配位化学。在pH 1-14介质中发现的所有观察到的质子化

  DOI：

  10.1016/j.poly.2010.02.039
• 作为产物：
  描述：

  吡啶-2-甲醛 、 菲醌 在 ammonium acetate 、 溶剂黄146 作用下， 反应 3.0h， 生成 2-(pyridine-2-yl)-1H-phenanthro[9,10-d]oxazole
  参考文献：
  名称：

  Observation and analysis of abnormal absorption signals in laser flash photolysis measurement

  摘要：

  In order to investigate a noise-like signal appearing in dynamic mode measurement during laser flash photolysis experiments, five compounds were chosen which show this abnormal phenomenon. The reproducibility of this phenomenon was done repeatedly, indicating that it originates from each molecular structural property. Also their two regulation pattern or features were found by our analysis. One is a U-shaped curve of main frequency intensity with time and it seems to be directly related to the concentration of the T-1 excited state. The other is a high damping oscillation curve of the frequency shift with time and this curve seems to be indicating an energy transportation process from light into chemical energy. Finally, a possible origin of hydrogen nuclear optical resonance was proposed for the abnormal signal. (C) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.saa.2012.12.056

文献信息

• Synthesis and characterization of nickel(II) complexes bearing 2-(imidazol-2-yl)pyridines or 2-(pyridin-2-yl)phenanthroimidazoles/oxazoles and their polymerization of norbornene
  作者：Abiodun O. Eseola、Min Zhang、Jun-Feng Xiang、Weiwei Zuo、Yan Li、Joseph A.O. Woods、Wen-Hua Sun

  DOI：10.1016/j.ica.2009.02.026

  日期：2010.6

  2-R1-6-(1-R2-4,5-diphenyl-1H-imidazol-2-yl)pyridine (R1 = R2 = H, L1; R1 = Me, R2 = H, L2; R1 = H, R2 = Me, L3; R1 = R2 = Me, L4), 2-(6-R1-pyridin-2-yl)-1H-phenanthro[9,10-d]imidazole (R1 = H, L5; R1 = Me, L6) and 2-(pyridin-2-yl)phenanthro[9,10-d]oxazole (L7) were synthesized and used to prepare their corresponding dihalonickel complexes (C1–C9). All organic compounds and nickel complexes were characterized

  2-R1-6-（1-R2-4,5-二苯基-1H-咪唑-2-基）吡啶的抽象系列（R1 = R2 = H，L1; R1 = Me，R2 = H，L2; R1 = H，R2 = Me，L3； R1 = R2 = Me，L4），2-（6-R1-吡啶-2-基）-1H-菲[9,10-d]咪唑（R1 = H，L5; R1 = Me，L6）和2-（吡啶-2-基）菲基[9,10-d]恶唑（L7）合成并用于制备其相应的二卤代酮络合物（C1-C9）。所有有机化合物和镍络合物均通过元素分析和光谱分析进行表征。通过单晶X射线衍射分析确认了C1，C4，C5和C8的分子结构。单晶X射线分析显示，复合物C1为扭曲的八面体几何形状，复合物C4为扭曲的四棱锥几何形状，复合物C5为扭曲的三角双锥体结构，复合物C8为四面体几何形状。在用甲基铝氧烷（MAO）活化后，镍配合物通过主要的开环和次要开环复分解反应，对降冰片烯聚合反应显示
• Luminescent properties of some imidazole and oxazole based heterocycles: Synthesis, structure and substituent effects
  作者：Abiodun O. Eseola、Wen Li、Wen-Hua Sun、Min Zhang、Liwei Xiao、Joseph A.O. Woods

  DOI：10.1016/j.dyepig.2010.07.005

  日期：2011.3

  ridine and 2,4-di-tert-butyl-6-(1H-phenanthro[9,10-d]imidazol-/oxazol-2-yl)phenol derivatives were synthesized and characterized using elemental and spectroscopic analyses as well as single-crystal X-ray diffraction analysis. The oxazole derivatives displayed higher photoluminescence efficiencies than their imidazole analogues. The 2-(phenanthro[9,10-d]oxazole/imidazol-2-yl)pyridine derivatives displayed

  一系列的2-R-6-（芳基恶唑-/咪唑-2-基）吡啶和2,4-二叔丁基-6-（1H-菲并[9,10-d]咪唑-/恶唑-2合成并使用元素分析和光谱分析以及单晶X射线衍射分析对（yl）苯酚衍生物进行了表征。恶唑衍生物显示出比其咪唑类似物更高的光致发光效率。2-（菲[9,10-d]恶唑/咪唑-2-基）吡啶衍生物在非极性溶剂中的量子产率接近于1，但在极性溶剂中被淬灭。恶唑类似物在400nm和550nm区域之间产生可逆的荧光光开关，而咪唑类似物在极性溶剂中经历不可逆的光诱导的准分子形成。1个1 H NMR被用来合理化2-（菲并[9,10-d]咪唑-2-基）吡啶衍生物的准分子之间的分子间相互作用的建议模式。
• Palladium(II) complexes bearing 2-(1H-imidazol/oxazol-2-yl)-pyridines: Synthesis, structures and ligand effects in Suzuki–Miyaura cross-coupling
  作者：Abiodun Omokehinde Eseola、Daniel Geibig、Helmar Görls、Wen-Hua Sun、Xiang Hao、Joseph Anthony Orighomisan Woods、Winfried Plass

  DOI：10.1016/j.jorganchem.2013.12.041

  日期：2014.3

  P212121. All complexes were utilized as pre-catalysts in a comparative study to probe relevant features of the palladium active species during high temperature Suzuki–Miyaura cross-coupling catalysis. Relatively higher catalytic activities were obtained for complexes bearing the bidentate ligands that possess weaker azole donor arms. Results obtained suggest that ligand dissociation steps may be important

  一系列二氯化钯（Ⅱ）配合物（PD1 - Pd4ox）的基础上hemilabile 2-（1H-咪唑-2-基）吡啶和2-（恶唑-2-基）吡啶配体被合成和表征的衍生物。的配位体设计为引入各种电子和结构特征和晶体结构PD1，Pd1Me，器Pd3，和Pd3Me进行了测定。PD1和Pd1Me两者结晶的单斜晶系空间群C ^ 2 / C。Pd3在单斜空间群P 2 1 / c中结晶，而Pd3Me在正交空间群P 2 1 2 1 2 1中结晶。在一项比较研究中，所有配合物均被用作前催化剂，以探索高温Suzuki-Miyaura交叉偶联催化过程中钯活性物种的相关特征。对于带有带有较弱的唑供体臂的二齿配体的配合物，获得了相对较高的催化活性。获得的结果表明，配体解离步骤对于高效产生活性物质可能很重要。特别地，在所研究的系列中观察到的配体效应表明，对于配合物而言观察到更高的催化剂效率，对于该配合物，钯中心的配体配位很容易转化为单齿模式。
• Hemilability of 2-(1H-imidazol-2-yl)pyridine and 2-(oxazol-2-yl)pyridine ligands: Imidazole and oxazole ring Lewis basicity, Ni(II)/Pd(II) complex structures and spectra
  作者：Abiodun O. Eseola、Wen Li、Olalere G. Adeyemi、Nelson O. Obi-Egbedi、Joseph A.O. Woods

  DOI：10.1016/j.poly.2010.02.039

  日期：2010.5

  They were also used to study the substituent effects on the donor strengths as well as the coordination chemistries of the imidazole/oxazole fragments of the hemilabile ligands. All the observed protonation–deprotonation processes found within pH 1–14 media pertain to the imidazole or oxazole rings rather than the pyridyl Lewis bases. The donor characteristics of the imidazole/oxazole ring can be estimated

  摘要合成并研究了14种新的有机分子A1-A4，B1-B5，C1-C4和D以及一系列过渡金属（II）配合物（Ni1-Ni9和Pd1-Pd2b），以表征2-的半透明性（1H-咪唑-2-基）吡啶和2-（恶唑-2-基）吡啶配体（A1-A4 = 2-R2-6-（4,5-二苯基-1R1-咪唑-2-基）吡啶， R1 = H或CH3，R2 = H或CH3； B1-B5 = 1-R2-2-（吡啶-2-基）-1R1-菲[9,10-d]咪唑/恶唑，R1 = H或CH3， R2 = H或CH3； C1-C4 = 2-（6-R2-吡啶-2-基）-1H-咪唑/恶唑[4,5-f] [1,10]菲咯啉，R2 = H或CH3； D ＝ 2-甲磺酰基-1H-咪唑并[4,5-f] [1,10]菲咯啉）。它们还用于研究取代基对供体强度的影响以及半不稳定配体的咪唑/恶唑片段的配位化学。在pH 1-14介质中发现的所有观察到的质子化
• Observation and analysis of abnormal absorption signals in laser flash photolysis measurement
  作者：Wen Li、Yao-feng Yuan、Xiao-lin Li、Xiao-long Su、Wen-hua Sun

  DOI：10.1016/j.saa.2012.12.056

  日期：2013.3

  In order to investigate a noise-like signal appearing in dynamic mode measurement during laser flash photolysis experiments, five compounds were chosen which show this abnormal phenomenon. The reproducibility of this phenomenon was done repeatedly, indicating that it originates from each molecular structural property. Also their two regulation pattern or features were found by our analysis. One is a U-shaped curve of main frequency intensity with time and it seems to be directly related to the concentration of the T-1 excited state. The other is a high damping oscillation curve of the frequency shift with time and this curve seems to be indicating an energy transportation process from light into chemical energy. Finally, a possible origin of hydrogen nuclear optical resonance was proposed for the abnormal signal. (C) 2013 Elsevier B.V. All rights reserved.