1-methyl-3-(4-pyridyl)imidazolium chloride | 888497-48-1

• 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: 1-methyl-3-(4-pyridyl)imidazolium chloride
• 英文别名: 1-methyl-3-(pyridin-4-yl)-1H-imidazol-3-ium chloride；N-methyl-N’-(4-pyridyl)imidazolium chloride；1-(4'-pyridyl)-3-methylimidazolium chloride；4-(3-Methylimidazol-3-ium-1-yl)pyridine;chloride；4-(3-methylimidazol-3-ium-1-yl)pyridine;chloride
• CAS: 888497-48-1
• 化学式: C₉H₁₀N₃*Cl
• 分子量: 195.651
• InChiKey: AHZKHIIIPWGKEW-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -2.3
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  21.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-methyl-3-(4-pyridyl)imidazolium chloride 以 甲醇 、 二氯甲烷 为溶剂， 反应 28.0h， 生成
  参考文献：
  名称：

  Remote coordination approach for electronic tuning of a rhodium(I)-N-heterocyclic carbene (NHC)-complex

  摘要：

  A simple Lewis acid coordination at the remote binding site installed within a modular N-heterocyclic carbene (NHC) ligated rhodium(I) complex could induce desired electronic influence and thereby enhance the activity of the complex in a model styrene hydroboration reaction.

  DOI：

  10.1016/j.ica.2019.01.002
• 作为产物：
  描述：

  N-甲基咪唑 在 碳酸氢钠 作用下， 以 水 为溶剂， 反应 6.0h， 以63%的产率得到1-methyl-3-(4-pyridyl)imidazolium chloride
  参考文献：
  名称：

  [DE] VERWENDUNG VON ÜBERGANGSMETALL-CARBENKOMPLEXEN IN ORGANISCHEN LICHT-EMITTIERENDEN DIODEN (OLEDS)
  [EN] USE OF TRANSITION METAL CARBENE COMPLEXES IN ORGANIC LIGHT-EMITTING DIODES (OLEDS)
  [FR] UTILISATION DE COMPLEXES METAL DE TRANSITION- CARBENE DANS DES DIODES ELECTROLUMINESCENTES ORGANIQUES (DEL ORGANIQUES)

  摘要：

  公开号：

  WO2006056418A3

文献信息

• PROCESS FOR PREPARING TRANSITION METAL-CARBENE COMPLEXES
  申请人：Molt Oliver

  公开号：US20090018330A1

  公开（公告）日：2009-01-15

  Process for preparing cyclometallated transition metal-carbene complexes comprising at least one carbene ligand, which comprises reacting a ligand precursor with a base, an auxiliary reagent and a metal complex comprising at least one metal M 1 (route A) or reacting the ligand precursor with a basic auxiliary reagent and a metal complex comprising at least one metal M 1 (route B). The present invention further relates to the use of an auxiliary reagent selected from among salts comprising at least one metal selected from the group consisting of Ag, Hg, Sb, Mg, B and Al together with a base in a process for preparing cyclometallated metal complexes.

  制备环金属过渡金属-卡宾配合物的方法包括至少一个卡宾配体，其中包括将配体前体与碱、辅助试剂和至少一种金属M1组成的金属配合物（路线A）反应，或将配体前体与碱性辅助试剂和至少一种金属M1组成的金属配合物（路线B）反应。本发明还涉及在制备环金属金属配合物的过程中使用从含有Ag、Hg、Sb、Mg、B和Al中选择的至少一种金属的盐组成的辅助试剂和碱。
• Indolizin-1-ols with Charged Electron Acceptors: A Direct Way to 3<i>H</i>-Indolizinium-1-olates with Donor Functions
  作者：Ilya V. Nechaev、Georgij V. Cherkaev

  DOI：10.1021/acs.joc.2c01700

  日期：2022.11.4

  indolizine-1,7-dione dimers. The exploration of N-(1-hydroxyindolizin-7-yl)pyridinium salts’ chemistry led to a reaction discovery, affording a new type of rare pseudo-cross-conjugated mesomeric betaines (3H-indolizin-4-ium-1-olates with an electron-donating function at C7 position) inaccessible by other means. In this reaction, a sequential introduction of nucleophiles takes place: the first one (Nu1)

  发现环丙烯酮与具有连接整数电荷的吸电子基团（吡啶鎓、咪唑鎓和鏻）的吡啶的反应以高产率提供新的 indolizin-1-ol 衍生物，而无需色谱纯化。虽然作为固体稳定，但这些 indolizin-1-ols 在溶液中的寿命有限。对这种不稳定性原因的研究揭示了一种需氧氧化途径，最终产生了 indolizine-1,7-dione 二聚体。对N -(1-hydroxyindolizin-7-yl)pyridinium 盐化学的探索导致了一个反应发现，提供了一种新型的稀有假交叉共轭内消旋甜菜碱 (3 H-indolizin-4-ium-1-olates 在 C7 位置具有给电子功能）无法通过其他方式获得。在该反应中，会依次引入亲核试剂：第一个 (Nu 1 ) 由简单的苯胺表示，而 Nu 2则扩展到伯胺、仲胺、脂肪胺、芳香胺和苯酚。对于获得的在 C7 位置具有不对称脂肪族氨基的甜菜碱，证明了 C7-Nu
• Rhodium(III)-Catalyzed Activation and Functionalization of Pyridine C–H Bond by Exploring a Unique Double Role of “N-Heterocyclic Carbene–Pyridyl” Ligand Platform
  作者：Ranjeesh Thenarukandiyil、Joyanta Choudhury

  DOI：10.1021/acs.organomet.5b00157

  日期：2015.5.26

  A new rhodium(III)-catalyzed protocol for C-H activation and functionalization of poorly reactive pyridine backbones with the aid of in-built N-heterocyclic carbene ligand has been presented. Mechanistic investigations including the isolation and single crystal X-ray structural characterization of the pre- and postfunctionalized rhodium(III)-intermediates suggested a plausible pyridine-coordination effect in the present NHC-directed cyclometalative annulation of the C(3)-H bond of the pyridine rings with internal alkynes. The strategy enables us to overcome the challenges of functionalizing robust metal-C-NHC backbone concomitant with pyridine C-H activation under an oxidizing environment.
• VERWENDUNG VON ÜBERGANGSMETALL-CARBENKOMPLEXEN IN ORGANISCHEN LICHT-EMITTIERENDEN DIODEN (OLEDS)
  申请人：BASF SE

  公开号：EP1819717B1

  公开（公告）日：2009-07-08
• VERFAHREN ZUR HERSTELLUNG VON ÜBERGANGSMETALL-CARBENKOMPLEXEN
  申请人：BASF SE

  公开号：EP1993728B1

  公开（公告）日：2012-06-06