1-benzyl-3-(2-propyn-1-yl)-1H-imidazol-3-ium bromide | 1176202-57-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-benzyl-3-(2-propyn-1-yl)-1H-imidazol-3-ium bromide
• 英文别名: propargyl N-benzylimidazolium bromide；1-Benzyl-3-prop-2-ynylimidazol-1-ium;bromide；1-benzyl-3-prop-2-ynylimidazol-1-ium;bromide
• CAS: 1176202-57-5
• 化学式: Br*C₁₃H₁₃N₂
• 分子量: 277.164
• InChiKey: VXEAOGLDQMRAGX-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -1.54
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  8.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-benzyl-3-(2-propyn-1-yl)-1H-imidazol-3-ium bromide 在 tetra-n-butylammonium acetylacetonate 作用下， 以 二氯甲烷 为溶剂， 反应 1.08h， 生成
  参考文献：
  名称：

  Synthesis of Propargyl-Functionalized NHC Gold Complexes

  摘要：

  A series of propargyl functionalized N-heterocyclic carbene gold(I) complexes have been synthesized from the corresponding imidazolium salts with tetrabutylammonium acetylacetonate in the presence of a gold(I) precursor in a one-pot reaction. Several complexes of different stoichiometries are described: [AuBr(NHC)], [Au(NHC)(2)]Br and [Au(C6F5)(NHC)], and many of these have been characterized by X-ray diffraction studies. Aurophilic interactions are present in the compounds bearing less sterically hindered carbenes, and secondary interactions such as hydrogen bonds, pi-pi stacking, or weak contacts of the gold center with the carbon of the propargyl unit have also been found. These complexes possess a high degree of water solubility, which makes them potentially useful for the synthesis of biologically active compounds or as gold catalysts in water. Activation of the propargyl unit in [AuBr(NHC)] complexes leads to the formation of interesting trimers with bridging bidentate C boolean AND C alkynyl-carbene ligands.

  DOI：

  10.1021/acs.organomet.7b00012
• 作为产物：
  描述：

  N-苄基咪唑 、 3-溴丙炔 以 甲苯 为溶剂， 以100%的产率得到1-benzyl-3-(2-propyn-1-yl)-1H-imidazol-3-ium bromide
  参考文献：
  名称：

  一种通过点击化学法制备聚合物负载的N-杂环卡宾银络合物的简单方法：一锅合成炔丙基胺的有效且可回收的催化剂†

  摘要：

  一系列聚合物负载的ñ -杂环卡宾银复合物用简单的方法制备经由点击化学。通过醛，胺和炔烃的一锅三组分偶联反应（A 3偶联），对这些配合物作为炔丙基胺合成中的催化剂进行了测试。在0.1mol％的低催化剂载量下，在室温下平稳地进行反应，以良好的产率至优异的产率提供相应的产物。此外，该催化剂稳定且可回收六次，而活性没有明显损失。

  DOI：

  10.1039/c2dt31609a

文献信息

• Method for treating neurological disorders with imidazolium and imidazolinium compounds
  申请人：Agency for Science, Technology and Research

  公开号：EP2803356A1

  公开（公告）日：2014-11-19

  There is presently provided methods for delivering a neuroprotective agent to a neural cell. The methods comprise contacting a neural cell with an imidazolium or imidazolinium compound as described herein, including an imidazolium or imidazolinium salt.

  目前提供了向神经细胞递送神经保护剂的方法。这些方法包括将神经细胞与本文所述的咪唑或咪唑啉化合物（包括咪唑盐或咪唑啉盐）接触。
• Stepwise Construction of Multimetallic Complexes Supported by Heteroditopic NHC/MIC Ligands
  作者：Josué G. Fonseca‐Olvera、Francisco J. Ruiz‐Mendoza、Amador Flores‐Ávila、Myriam Meléndez‐Rodríguez、Oscar R. Suárez‐Castillo、Daniel Mendoza‐Espinosa

  DOI：10.1002/ejic.202400145

  日期：2024.7.10

  The synthesis and full characterization of a series of heterometallic Au(I)/Pd(II) and chelated Pd(II) complexes supported by heteroditopic imidazol-2-ylidene/triazol-5-ylidene ligands is reported. The new biscarbenic palladium(II) complexes were tested as catalysts in the cross-coupling of boronic acid to a variety of chloroarenes and the hydrosilylation of terminal alkynes. Both catalytic processes

  报道了由异二位咪唑-2-亚基/三唑-5-亚基配体支持的一系列异金属 Au(I)/Pd(II) 和螯合 Pd(II) 配合物的合成和全面表征。新型双碳钯(II)配合物作为硼酸与各种氯芳烃交叉偶联以及末端炔烃氢化硅烷化的催化剂进行了测试。两种催化方法在低催化剂负载量下均提供良好至优异的产率。
• METHOD FOR TREATING NEUROLOGICAL DISORDERS WITH IMIDAZOLIUM AND IMIDAZOLINIUM COMPOUNDS
  申请人：Agency for Science, Technology And Research

  公开号：EP2271338A1

  公开（公告）日：2011-01-12
• METHOD FOR TREATING FIBROSIS AND CANCER WITH IMIDAZOLIUM AND IMIDAZOLINIUM COMPOUNDS
  申请人：Zhuo Lang

  公开号：US20110178040A1

  公开（公告）日：2011-07-21

  There is presently provided methods for delivering an anti-fibrotic or anti-cancer agent to a cell. The methods comprise contacting a cell with an effective amount of imidazolium and imidazolinium compounds as described herein, including imidazolium and imidazolinium salts.
• US9072729B2
  申请人：——

  公开号：US9072729B2

  公开（公告）日：2015-07-07