5-benzyl-4-phenyl-1H-1,2,3-triazole

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-benzyl-4-phenyl-1H-1,2,3-triazole
• 英文别名: 4-benzyl-5-phenyl-2H-triazole
• 化学式: C₁₅H₁₃N₃
• 分子量: 235.288
• InChiKey: BIENZZZEEMIVKD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  41.6
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  碘苯 、 5-benzyl-4-phenyl-1H-1,2,3-triazole 在 potassium carbonate 、 L-脯氨酸 、 copper(l) chloride 作用下， 以 二甲基亚砜 为溶剂， 反应 0.5h， 以85%的产率得到4-benzyl-2,5-diphenyl-2H-1,2,3-triazole
  参考文献：
  名称：

  Efficient Synthesis of N-2-Aryl-1,2,3-Triazole Fluorophores via Post-Triazole Arylation

  摘要：

  Efficient post-triazole regloselective N-2 arylation was developed from C-4, C-5 disubstituted-1,2,3-NH-triazoles. Three different approaches had been investigated, including SNAr, Cu(I) catalyzed aryl amidation and Cu(II) mediated boronic acid coupling. The N-2-aryl triazoles were successfully synthesized with excellent yields. The structures were characterized by X-ray crystallography and some N-2-triazole products gave strong fluorescence with various emission controlled by the C-5 groups.

  DOI：

  10.1021/ol802246q
• 作为产物：
  描述：

  (E)-(2-nitroprop-1-ene-1,3-diyl)dibenzene 在 sodium azide 作用下， 以 二甲基亚砜 为溶剂， 反应 0.17h， 以84%的产率得到5-benzyl-4-phenyl-1H-1,2,3-triazole
  参考文献：
  名称：

  的高度多样化合成1,2,3-三唑衍生物通过多米诺[3 + 2]环加成的叠氮化物和脱硝反应序列†

  摘要：

  在本文中，已经描述了在无催化剂的条件下通过多米诺[3 + 2]叠氮化物环加成和脱硝反应的顺序优雅合成1,2,3-三唑衍生物的方法。在没有催化剂存在的情况下，用叠氮化钠处理硝基烯烃对Baylis-Hillman加合物及其环状衍生物的反应，可平稳地获得1,2,3-三唑衍生物。

  DOI：

  10.1039/c5ra14195h

文献信息

• [EN] LUMINESCENT COMPOUNDS AND METHODS OF USING SAME<br/>[FR] COMPOSÉS LUMINESCENTS ET SES PROCÉDÉS D'UTILISATION
  申请人：UNIV KINGSTON

  公开号：WO2014138912A1

  公开（公告）日：2014-09-18

  The invention provides compounds of the general formula (10). The cyclometallating ligand of compound (10) includes an N-donor heterocyclic ligand (2) where at least one X is nitrogen and which is directly bonded to a phenyl group. The phenyl group is orthometallated to the platinum. The donor atoms (Y) of the bidentate stabilizing ligand are N or O. The invention further provides methods of producing photoluminescence and electroluminescence, methods of applying the compounds in thin film, and uses of the compounds of the invention in a light emitting device, a luminescent probe, a sensor, and/or an electroluminescent device.

  该发明提供了通式（10）的化合物。化合物（10）的环金属配体包括N-供体杂环配体（2），其中至少一个X是氮，并且直接与苯基结合。苯基被正金属化到铂。双齿稳定配体的供体原子（Y）为N或O。该发明还提供了产生光致发光和电致发光的方法，将这些化合物应用于薄膜的方法，以及将该发明中的化合物用于发光器件、发光探针、传感器和/或电致发光器件的用途。
• Highly efficient synthesis of vinyl substituted triazoles by Au(I) catalyzed alkyne activation
  作者：Haifeng Duan、Wuming Yan、Sujata Sengupta、Xiaodong Shi

  DOI：10.1016/j.bmcl.2009.03.096

  日期：2009.7

  Au(I) catalyzed 1,2,3-triazole addition to non-activated alkyne was reported. A large group of substituted NH-1,2,3-triazoles were suitable for this transformation along with both internal and terminal alkynes. The N-1 and N-2 vinyl substituted 1,2,3-triazoles were prepared in up to 98% yield with as low as 0.2% catalyst loading, thereby providing a new protocol for the synthesis of potentially biological-active vinyl-triazole building blocks. (C) 2009 Elsevier Ltd. All rights reserved.
• [EN] FLUORESCENT CYCLOMETALATED Ir (III) COMPLEXES AND FORMULATIONS/ COMPOSITIONS COMPRISING THE SAME<br/>[FR] COMPLEXES IR (III) CYCLOMÉTALLÉS FLUORESCENTS ET FORMULATIONS/COMPOSITIONS LES COMPRENANT
  申请人：GUPTA PARNA

  公开号：WO2017046813A1

  公开（公告）日：2017-03-23

  Fluorescent cyclometalated Ir(III) complexes and/or salts thereof are provided including formulations/ compositions comprising the same together with its process of preparation that is found to be highly efficient in causing photo- induced death of cancer cells on exposure to laser illumination and also specifically localize and exhibit fluorescence in the endoplasmic reticulum, when employed in effective amounts.
• Efficient Synthesis of <i>N</i>-2-Aryl-1,2,3-Triazole Fluorophores via Post-Triazole Arylation
  作者：Yuxiu Liu、Wuming Yan、Yunfeng Chen、Jeffrey L. Petersen、Xiaodong Shi

  DOI：10.1021/ol802246q

  日期：2008.12.4

  Efficient post-triazole regloselective N-2 arylation was developed from C-4, C-5 disubstituted-1,2,3-NH-triazoles. Three different approaches had been investigated, including SNAr, Cu(I) catalyzed aryl amidation and Cu(II) mediated boronic acid coupling. The N-2-aryl triazoles were successfully synthesized with excellent yields. The structures were characterized by X-ray crystallography and some N-2-triazole products gave strong fluorescence with various emission controlled by the C-5 groups.
• Synthesis of highly diversified 1,2,3-triazole derivatives via domino [3 + 2] azide cycloaddition and denitration reaction sequence
  作者：Manickam Bakthadoss、Nagappan Sivakumar、Anthonisamy Devaraj、Polu Vijay Kumar

  DOI：10.1039/c5ra14195h

  日期：——

  In this paper, an elegant synthesis of 1,2,3-triazole derivatives via domino [3 + 2] azide cycloaddition and denitration reaction sequence under catalyst free conditions has been described. Treatment of Baylis–Hillman adducts and their cyclic derivatives from nitroolefins with sodium azide in the absence of catalyst smoothly afforded the 1,2,3-triazole derivatives in excellent yields.

  在本文中，已经描述了在无催化剂的条件下通过多米诺[3 + 2]叠氮化物环加成和脱硝反应的顺序优雅合成1,2,3-三唑衍生物的方法。在没有催化剂存在的情况下，用叠氮化钠处理硝基烯烃对Baylis-Hillman加合物及其环状衍生物的反应，可平稳地获得1,2,3-三唑衍生物。