4-(2,6-diisopropylphenyl)-3-phenyl-4H-[1,2,4]triazole | 1380492-44-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-(2,6-diisopropylphenyl)-3-phenyl-4H-[1,2,4]triazole
• 英文别名: 4-[2,6-di(propan-2-yl)phenyl]-3-phenyl-1,2,4-triazole
• CAS: 1380492-44-3
• 化学式: C₂₀H₂₃N₃
• 分子量: 305.423
• InChiKey: PXTNKVPBKSGDNJ-UHFFFAOYSA-N

物化性质

• 沸点：
  457.1±55.0 °C(Predicted)
• 密度：
  1.06±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  30.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-(2,6-diisopropylphenyl)-3-phenyl-4H-[1,2,4]triazole 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 四氯化碳 、 溶剂黄146 为溶剂， 反应 7.75h， 以80%的产率得到3-bromo-4-(2,6-diisopropylphenyl)-5-phenyl-4H-[1,2,4]triazole
  参考文献：
  名称：

  Highly Quantum Efficient Phosphorescent Sky Blue Emitters Based on Diastereomeric Iridium(III) Complexes of Atropisomeric 5-Aryl-4H-1,2,4-triazole Ligands

  摘要：

  Homoleptic fac-(IrL3)-L-III complexes of 5-ary1-4H-1,2,4-triazole ligands are sky blue emitters. When unsymmetrically substituted, the triazole ligands exhibit atropisomerism, and upon cyclometalation to Ir(III) a mixture of diastereomers Ph is formed. We have isolated and structurally characterized all four possible diastereomers of the fac-(IrL3)-L-III complex formed Ph upon cyclometalation of an atropisomeric 5-ary1-4H-1,2,4-triazole ligand onto The phosphorescent blue emitting materials reported herein are among the most efficient to date, with quantum efficiencies above 95%.

  DOI：

  10.1021/acs.organomet.5b00198
• 作为产物：
  描述：

  苯甲酰肼 在 三氟乙酸 作用下， 以 邻二氯苯 为溶剂， 反应 40.0h， 生成 4-(2,6-diisopropylphenyl)-3-phenyl-4H-[1,2,4]triazole
  参考文献：
  名称：

  Highly Quantum Efficient Phosphorescent Sky Blue Emitters Based on Diastereomeric Iridium(III) Complexes of Atropisomeric 5-Aryl-4H-1,2,4-triazole Ligands

  摘要：

  Homoleptic fac-(IrL3)-L-III complexes of 5-ary1-4H-1,2,4-triazole ligands are sky blue emitters. When unsymmetrically substituted, the triazole ligands exhibit atropisomerism, and upon cyclometalation to Ir(III) a mixture of diastereomers Ph is formed. We have isolated and structurally characterized all four possible diastereomers of the fac-(IrL3)-L-III complex formed Ph upon cyclometalation of an atropisomeric 5-ary1-4H-1,2,4-triazole ligand onto The phosphorescent blue emitting materials reported herein are among the most efficient to date, with quantum efficiencies above 95%.

  DOI：

  10.1021/acs.organomet.5b00198

文献信息

• BLUE LUMINESCENT COMPOUNDS
  申请人：E I DU PONT DE NEMOURS AND COMPANY

  公开号：US20160049598A1

  公开（公告）日：2016-02-18

  There is provided a compound having Formula II In Formula II: R 1 and R 3 are the same of different and can be alkyl, branched alkyl, cyclic alkyl, silyl, aryl, deuterated alkyl, deuterated branched alkyl, deuterated cyclic alkyl, deuterated silyl, and deuterated aryl; R 2 is the same or different at each occurrence and can be D, alkyl, branched alkyl, cyclic alkyl, silyl, aryl, deuterated alkyl, deuterated branched alkyl, deuterated cyclic alkyl, deuterated silyl, and deuterated aryl; R 4 can be H or D; and a is an integer from 0-5.

  提供了一个具有化学式II的化合物 在化学式II中：R1和R3相同或不同，可以是烷基，支链烷基，环烷基，硅基，芳基，氘代烷基，氘代支链烷基，氘代环烷基，氘代硅基和氘代芳基；R2在每次出现时相同或不同，可以是D，烷基，支链烷基，环烷基，硅基，芳基，氘代烷基，氘代支链烷基，氘代环烷基，氘代硅基和氘代芳基；R4可以是H或D；a是0-5之间的整数。
• Synthesis of novel 1,2,4-trizaole- and isoxazol(in)e-containing heterocycles
  作者：Alicia K. Franzen、William J. Marshall、Kyung-Ho Park

  DOI：10.1016/j.tetlet.2016.06.034

  日期：2016.7

  A route for the regiospecific synthesis of 3-(triazol-3-yl)-1,2-isoxazol(in)e-5-yl-aryl derivatives has been developed by intermolecular 1,3-dipolar cycloaddition chemistry, and novel annulated compounds having triazole/isoxazole have been prepared by employing intramolecular nitrile oxide 1,3-dipolar cycloaddition.

  通过分子间的1,3-偶极环加成化学和新型环状化合物开发了3-（三唑-3-基）-1,2-异恶唑（ine-5-基-芳基）衍生物的区域特异性合成途径通过使用分子内一氧化氮1，3-偶极环加成反应制备具有三唑/异恶唑的化合物。
• Syntheses of sterically shielded stable carbenes of the 1,2,4-triazole series and their corresponding palladium complexes: efficient catalysts for chloroarene hydrodechlorination
  作者：Nataliya V. Glinyanaya、Vagiz Sh. Saberov、Nikolai I. Korotkikh、Alan H. Cowley、Rachel R. Butorac、Daniel A. Evans、Tatyana M. Pekhtereva、Anatolii F. Popov、Oles P. Shvaika

  DOI：10.1039/c4dt01353k

  日期：——

  Sterically shielded 1,2,4-triazol-5-ylidenes and their palladium complexes: catalysts for hydrodechlorination.

  被烷基屏蔽的1,2,4-三唑-5-基亚胺及其钯配合物：用于脱氯催化剂。
• Halogen-containing heteroaromatic carbenes of the 1,2,4-triazole series and their transformations
  作者：Nataliya V. Glinyanaya、Gennady F. Rayenko、Nikolai I. Korotkikh、Eduard B. Rusanov、Alexey B. Ryabitsky、Oles P. Shvaika

  DOI：10.1039/d1ra04337d

  日期：——

  A series of new stable halogenated carbenes, 1-tert-butyl-3,4-diaryl-1,2,4-triazol-5-ylidenes, has been synthesized. According to quantum chemical calculations, 4-(2,3,4-trifluorophenyl)-substituted 1-tert-butyl-3,4-diaryl-1,2,4-triazol-5-ylidene is the least basic in comparison with the known sterically open stable heteroaromatic carbenes. Upon heating in organic solvents these carbenes undergo a

  合成了一系列新的稳定卤代卡宾，1-叔丁基-3,4-二芳基-1,2,4-三唑-5-亚基。根据量子化学计算，与已知的空间开放稳定的杂芳族卡宾。在有机溶剂中加热后，这些卡宾发生串联诱导反应，从而形成 5-脒基-1,2,4-三唑。卡宾与亚苄基丙二腈、丙磺内酯和异硫氰酸苯酯的相互作用产生 1,2,4-三唑系列的两性离子化合物。1-叔的X射线衍射研究数据-丁基-3-苯基-4-(2,4-二氟苯基)-1,2,4-三唑-5-亚丙基，其质子化盐，与碘化铜( I )的络合物，1-叔丁基-的相关络合物3-苯基-4-(2-三氟甲基苯基)-1,2,4-三唑-5-亚丙基，和1-叔丁基-3-苯基-4-(4-溴苯基)-1,2,4的加合物给出了-triazol-5-ylidene 和丙磺内酯。
• Synthesis, Transformations of Pyrrole- and 1,2,4-Triazole-Containing Ensembles, and Generation of Pyrrole-Substituted Triazole NHC
  作者：Liya D. Funt、Olesya A. Tomashenko、Alexander F. Khlebnikov、Mikhail S. Novikov、Alexander Yu. Ivanov

  DOI：10.1021/acs.joc.6b02200

  日期：2016.11.18

  B3LYP/6-31G(d) level. The carbene forms can be easily trapped by the reaction of salts with base in the presence of sulfur. The corresponding 1- and 4-(1H-pyrrol-3-yl)-1H-1,2,4-triazole-5(4H)-thiones are formed in high yields. In the absence of sulfur as a trap, the opening of the triazole ring occurs with the formation of derivatives of N-cyanoformimidamide. According to the DFT calculations the latter is most

  前所未有的含吡咯和1,2,4-三唑的团簇，取代的1-（1 H-吡咯-3-基）-4 H -1,2,4-三唑-1-溴化物和4-（1 H -H-吡咯-3-基）-1 H -1,2,4-三唑-4-溴化铵，是使用简单的方法由2 H-叠氮基和三唑鎓苯甲酰溴制备的。ñ - （1 ħ吡咯-3-基） - ñ '-benzyltriazolium溴化物经受脱苄基化还原在Pd / C，得到取代的1-（1- ħ吡咯-3-基）-4- ħ -1,2,4-三唑和4-（1 H-吡咯-3-基）-1 H-1,2,4-三唑的收率高。根据DFT B3LYP / 6-31G（d）水平的计算，甜菜碱（三唑基吡咯烷酮）和吡咯基三唑NHCs是吡咯基三唑盐盐的溴化氢溴化产物，在非极性溶剂中具有相当的热力学稳定性。卡宾形式可以容易地通过盐与碱在硫的存在下反应而被捕集。以高收率形成相应的1-和4-（1 H-吡咯-3-基）-1 H -1,2,4-三唑-5（4