2,3,4,5-tetraphenylpyridine | 18614-42-1

• 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: 2,3,4,5-tetraphenylpyridine
• 英文别名: Tetraphenylpyridine
• CAS: 18614-42-1
• 化学式: C₂₉H₂₁N
• 分子量: 383.492
• InChiKey: UWFPQDYNARKOHK-UHFFFAOYSA-N

物化性质

• 沸点：
  460.6±14.0 °C(Predicted)
• 密度：
  1.115±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.4
• 重原子数：
  30
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  反式-BETA-苯乙烯硼酸 在 三氟化硼乙醚 、 copper(I) bromide 作用下， 以 二氯甲烷 、 1,2-二氯乙烷 为溶剂， 反应 13.5h， 生成 2,3,4,5-tetraphenylpyridine
  参考文献：
  名称：

  铜催化的[2 + 2 + 2]模块化合成多取代的吡啶：腈与乙烯基碘鎓盐的烯基化

  摘要：

  通过铜催化已经实现了具有优异的区域选择性的多取代吡啶的[2 + 2 + 2]模块化合成，其中涉及三个不同的组分：乙烯基碘鎓盐，腈和炔烃。反应通过腈与乙烯基碘鎓盐的烯基化而容易地形成氮杂-丁二烯基中间体。此外，反应中的炔烃被扩展为烯烃，这是炔烃的成本和相对稀缺性的优点。

  DOI：

  10.1002/anie.201700696

文献信息

• <i>N</i>-Silylenamines as Reactive Intermediates: Hydroamination for the Modular Synthesis of Selectively Substituted Pyridines
  作者：Erica K. J. Lui、Daniel Hergesell、Laurel L. Schafer

  DOI：10.1021/acs.orglett.8b02703

  日期：2018.11.2

  modular and selective synthesis of mono-, di-, tri-, tetra-, and pentasubstituted pyridines is reported. Hydroamination of alkynes with N-silylamine using a bis(amidate)bis(amido)titanium(IV) precatalyst furnishes the regioselective formation of N-silylenamines. Addition of α,β-unsaturated carbonyls to the crude mixtures followed by oxidation affords 47 examples of pyridines in yields of up to 96%

  报道了单，二，三，四和五取代的吡啶的模块化和选择性合成。与炔烃的加氢胺化ñ使用双-silylamine（酰胺化）双（酰氨基）钛（IV）预催化剂配料的区域选择性形成Ñ -silylenamines。将α，β-不饱和羰基加到粗混合物中，然后氧化，得到47个吡啶实例，产率高达96％。该合成途径允许使用该一锅法方案合成包含可变取代模式的各种吡啶，包括药学上相关的2,4,5-三取代的吡啶。
• Organic electroluminescent device
  申请人：Igarashi Tatsuya

  公开号：US20050142383A1

  公开（公告）日：2005-06-30

  An organic electroluminescent device comprising two electrodes and at least one organic compound layer disposed between the electrodes, wherein a luminescent layer is included in the organic compound layers, the luminescent layer includes a fluorescent compound, at least one of the organic compound layers comprises an amplifying agent, the fluorescent compound emits fluorescent light upon application of voltage, the amplifying agent is capable of amplifying a number of singlet excitons and of amplifying luminescence intensity, and an amount of the amplifying agent is such an amount that at least 51% of light components emitted by the device upon the application of voltage is fluorescent light, wherein the fluorescent compound is selected from the group consisting of a distyryl arylene derivative, an oligoarylene derivative, an nitrogen-containing aromatic heterocyclic compound, a sulfur-containing heterocyclic compound, a metal complex, an oxo-substituted heterocyclic compound, an organosilicon compound and a triaryl amine derivative.

  一种有机电致发光器件，包括两个电极和设置在电极之间的至少一个有机化合物层，其中有机化合物层中包括发光层，发光层包括荧光化合物，至少一个有机化合物层包括放大剂，荧光化合物在施加电压时发射荧光，放大剂能够放大单态激子的数量并放大发光强度、其中，荧光化合物选自由二芳基芳基衍生物、低聚芳基衍生物、含氮芳香杂环化合物、含硫杂环化合物、金属络合物、氧代杂环化合物、有机硅化合物和三芳基胺衍生物组成的组。
• Organic electroluminescence element
  申请人：Igarashi Tatsuya

  公开号：US20050214575A1

  公开（公告）日：2005-09-29

  An organic electroluminescence element comprising at least one organic compound layer between a pair of electrodes, wherein the organic compound layer(s) include(s) a luminescent layer; the luminescent layer comprises a fluorescent compound which emits fluorescent light upon application of voltage; the luminescent layer further comprises an amplifying agent having a function of amplifying the number of singlet excitons formed upon application of voltage thereby amplifying luminescence intensity upon application of voltage; an amount of the amplifying agent is such an amount that at least 51% of light components emitted by the element upon the application of voltage is fluorescent light; and the fluorescent compound has a substituent capable of decreasing an efficiency of Dexter energy transfer from a triplet exciton of the amplifying agent to a triplet exciton of the fluorescent compound.
• US7982391B2
  申请人：——

  公开号：US7982391B2

  公开（公告）日：2011-07-19
• Copper-Catalyzed [2+2+2] Modular Synthesis of Multisubstituted Pyridines: Alkenylation of Nitriles with Vinyliodonium Salts
  作者：Jinyu Sheng、Yong Wang、Xiang Su、Ru He、Chao Chen

  DOI：10.1002/anie.201700696

  日期：2017.4.18

  A [2+2+2] modular synthesis of multisubstituted pyridines, with excellent regioselectivity, has been realized by copper catalysisand involves three distinct components: vinyliodonium salts, nitriles, and alkynes. The reactions proceeded with the facile formation of an aza‐butadienylium intermediate by alkenylation of the nitrile with a vinyliodonium salt. Moreover, the alkynes in the reaction were

  通过铜催化已经实现了具有优异的区域选择性的多取代吡啶的[2 + 2 + 2]模块化合成，其中涉及三个不同的组分：乙烯基碘鎓盐，腈和炔烃。反应通过腈与乙烯基碘鎓盐的烯基化而容易地形成氮杂-丁二烯基中间体。此外，反应中的炔烃被扩展为烯烃，这是炔烃的成本和相对稀缺性的优点。