4-phenyl-2,6-di(p-tolyl)pyridine | 16112-41-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 4-phenyl-2,6-di(p-tolyl)pyridine
• 英文别名: 2,6-bis(4-methylphenyl)-4-phenylpyridine；4-Phenyl-2,6-di-p-tolylpyridine
• CAS: 16112-41-7
• 化学式: C₂₅H₂₁N
• 分子量: 335.448
• InChiKey: FNLDRAROVORXHU-UHFFFAOYSA-N

物化性质

• 熔点：
  158-159 °C(Solv: ethanol (64-17-5))
• 沸点：
  478.2±14.0 °C(Predicted)
• 密度：
  1.078±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  4-phenyl-2,6-di(p-tolyl)pyridine 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 四氯化碳 为溶剂， 生成
  参考文献：
  名称：

  Spectral studies of multi-branched fluorescence dyes based on triphenylpyridine core

  摘要：

  A series of novel triphenylpyridine-containing triphenylamine derivatives have been carefully designed and prepared in good yields using the stepwise route reactions. The relationship of photoluminescence property and structure of compounds 9-13 was systematically investigated via UV-vis, fluorescence, thermogravimetric and electrochemical analyzer. The highest occupied molecular orbital and the lowest unoccupied molecular orbital distributions of compounds 9-13 were calculated by density functional theory method. The high fluorescence quantum yields, desirable the highest occupied molecular orbital levels and high thermal stability of compounds 9-13 indicate that the linkage of triphenylpyridine and triphenylamine is an efficient means to enhance hole-transporting ability and fluorescent quantum yield. (C) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.saa.2013.10.087
• 作为产物：
  描述：

  3-phenyl-1,5-di-p-tolylpentane-1,5-dione 在 ammonium acetate 作用下， 以 乙醇 为溶剂， 反应 10.0h， 生成 4-phenyl-2,6-di(p-tolyl)pyridine
  参考文献：
  名称：

  Spectral studies of multi-branched fluorescence dyes based on triphenylpyridine core

  摘要：

  A series of novel triphenylpyridine-containing triphenylamine derivatives have been carefully designed and prepared in good yields using the stepwise route reactions. The relationship of photoluminescence property and structure of compounds 9-13 was systematically investigated via UV-vis, fluorescence, thermogravimetric and electrochemical analyzer. The highest occupied molecular orbital and the lowest unoccupied molecular orbital distributions of compounds 9-13 were calculated by density functional theory method. The high fluorescence quantum yields, desirable the highest occupied molecular orbital levels and high thermal stability of compounds 9-13 indicate that the linkage of triphenylpyridine and triphenylamine is an efficient means to enhance hole-transporting ability and fluorescent quantum yield. (C) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.saa.2013.10.087

文献信息

• Transition-metal-free selective pyrimidines and pyridines formation from aromatic ketones, aldehydes and ammonium salts
  作者：Jinjin Chen、Huanxin Meng、Feng Zhang、Fuhong Xiao、Guo-Jun Deng

  DOI：10.1039/c9gc02077b

  日期：——

  An efficient synthesis of pyrimidines and pyridines has been developed from readily available aromatic ketones, aldehydes and ammonium salts under transition-metal-free conditions. In this strategy, ammonium salts were used as nitrogen sources and only water was generated as a nontoxic byproduct. A catalytic amount of NaIO4 played an important role in the selectivity control, whereas substituted pyridines

  在无过渡金属的条件下，由容易获得的芳族酮，醛和铵盐已开发出嘧啶和吡啶的有效合成方法。在该策略中，铵盐用作氮源，仅水作为无毒副产物产生。催化量的NaIO 4在选择性控制中起重要作用，而在不存在吡啶的情况下主要形成取代的吡啶。
• Magnetic MIL-101-SO₃H: a highly efficient bifunctional nanocatalyst for the synthesis of 1,3,5-triarylbenzenes and 2,4,6-triaryl pyridines
  作者：Mahmoud Borjian Boroujeni、Alireza Hashemzadeh、Mohammad-Tayeb Faroughi、Ahmad Shaabani、Mostafa Mohammadpour Amini

  DOI：10.1039/c6ra24574a

  日期：——

  A magnetic MIL-101-SO₃H was synthesized and successfully used as a highly active nanocatalyst for the synthesis of 1,3,5-triarylbenzenes and 2,4,6-triaryl pyridines.

  一种磁性MIL-101-SO₃H被合成并成功地用作合成1,3,5-三芳基苯和2,4,6-三芳基吡啶的高活性纳米催化剂。
• Synthesis of Polyfunctional Pyridines via Copper-Catalyzed Oxidative Coupling Reactions
  作者：Yajie Fu、Panpan Wang、Xin Guo、Ping Wu、Xu Meng、Baohua Chen

  DOI：10.1021/acs.joc.6b02081

  日期：2016.12.2

  approach for the synthesis of polysubstituted pyridines has been achieved through copper-catalyzed oxidative sp3 C–H coupling of oxime acetates with toluene derivatives. Besides, benzylamine and p-toluenesulfonylhydrazone were also introduced to react with oxime acetates to enrich the diversity of this synthetic method. These transformations provide highly flexible and facile preparation of substituted pyridines

  通过铜催化肟肟乙酸酯与甲苯衍生物的氧化sp 3 C–H偶联，已经获得了一种高效，简捷的多取代吡啶合成方法。此外，还引入苄胺和对甲苯磺酰yl与肟肟进行反应，以丰富这种合成方法的多样性。这些转化提供了高度灵活和容易的取代吡啶的制备，因此可用于实际合成。
• Synthesis of symmetrical pyridines by iron-catalyzed cyclization of ketoxime acetates and aldehydes
  作者：YuKun Yi、Mi-Na Zhao、Zhi-Hui Ren、Yao-Yu Wang、Zheng-Hui Guan

  DOI：10.1039/c6gc03137d

  日期：——

  A novel and facile iron-catalyzed cyclization of ketoxime acetates and aldehydes for the green synthesis of substituted pyridines has been developed. In the presence of a FeCl3 catalyst, the reaction...

  已经开发出新颖且容易的铁催化的酮肟肟乙酸酯和醛的环化反应，以绿色合成取代的吡啶。在FeCl3催化剂的存在下，反应...
• Regioselectivity Control in the Oxidative Formal [3 + 2] Annulations of Ketoxime Acetates and Tetrohydroisoquinolines
  作者：Zhonghua Qu、Feng Zhang、Guo-Jun Deng、Huawen Huang

  DOI：10.1021/acs.orglett.9b02978

  日期：2019.10.18

  A novel copper-catalyzed oxidative formal [3 + 2] annulations of ketoxime acetates and tetrohydroisoquinolines for the synthesis of fused pyrazoles and imidazoles has been developed. A broad range of important isoquinoline-fused pyrazole and imidazole products were selectively generated by the key control of oxidant.

  已经开发了一种新型的铜催化乙酸酮肟和四氢异喹啉氧化式[3 + 2]环合反应，用于合成吡唑和咪唑。通过氧化剂的关键控制，有选择地产生了多种重要的异喹啉稠合的吡唑和咪唑产物。