3-(2-(diphenylphosphanyl)ethyl)-1-(2,4,6-trimethylphenyl)-1H-imidazol-3-ium chloride | 823803-19-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3-(2-(diphenylphosphanyl)ethyl)-1-(2,4,6-trimethylphenyl)-1H-imidazol-3-ium chloride
• 英文别名: 3-(2-diphenylphosphanylethyl)-1-(2,4,6-trimethylphenyl)-3H-imidazol-1-ium chloride
• CAS: 823803-19-6
• 化学式: C₂₆H₂₈N₂P*Cl
• 分子量: 434.948
• InChiKey: TYTRUDKVZYPVCL-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  1.83
• 重原子数：
  30.0
• 可旋转键数：
  6.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  8.81
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  3-(2-(diphenylphosphanyl)ethyl)-1-(2,4,6-trimethylphenyl)-1H-imidazol-3-ium chloride 在 potassium tert-butylate 作用下， 以 四氢呋喃 为溶剂， 反应 8.17h， 生成
  参考文献：
  名称：

  [FeFe]-加氢酶活性位点模型的二铁氧杂二硒酸酯（ODSe）和硫代次硒酸酯（TDSe）配合物的合成，结构和某些性质

  摘要：

  可以制备母体复合物（μ-ODSe）Fe 2（CO）6（A，ODSe = SeCH 2 OCH 2 Se）和（μ-TDSe）Fe 2（CO）6（B，TDSe = SeCH 2 SCH 2 Se）通过将（HSeCH 2）2 X（X = O，S）与Fe 3（CO）12氧化添加。在脱羰剂Me 3 NO的存在下，A与1当量的单膦反应生成相应的膦单取代的配合物（μ-ODSe）Fe 2（CO）5（L）（1，L = Ph 3 P; 2，L = Ph 2 POMe），N杂环卡宾（NHC）单取代的络合物（μ-ODSe）Fe 2（CO）5（L）（3，L = I Mes ; 4，L = I Mes / Me）的制备方法是，将1,3-双（间苯二甲酰亚胺）咪唑盐I Mes ·HCl和1-间三甲-3-甲基咪唑盐I Mes / Me ·HI与n- BuLi反应，然后用相应的NHC中间体处理一。含膦的咪唑鎓盐I Mes /

  DOI：

  10.1021/om400309j

文献信息

• Phosphine-functionalized NHC Ni(<scp>ii</scp>) and Ni(0) complexes: synthesis, characterization and catalytic properties
  作者：S. G. Rull、R. J. Rama、E. Álvarez、M. R. Fructos、T. R. Belderrain、M. C. Nicasio

  DOI：10.1039/c7dt01805c

  日期：——

  families of nickel complexes bearing chelating diphenylphosphine-functionalized NHC ligands [NiII(ArNHCPPh2)(allyl)]Cl 1a (Ar = Mes); -1b, (Ar = 2,6-iPr2-C6H3) and [Ni0(ArNHCPPh2)(alkene)] 2a (Ar = 2,6-iPr2-C6H3, alkene = styrene); -2b (Ar = 2,6-iPr2-C6H3, alkene = diethyl fumarate) have been prepared and fully characterized. VT-NMR experiments in solution reveal that the allyl derivatives 1a-b are stereochemically

  带有螯合二苯基膦官能化NHC配体的两个镍配合物族[NiII（ArNHCPPh2）（烯丙基）] Cl 1a（Ar = Mes）；-1b，（Ar ＝ 2，6-iPr2-C6H3）和[Ni0（ArNHCPPh2）（烯烃）] 2a（Ar ＝ 2，6-iPr2- ，烯烃＝苯乙烯）；已经制备了-2b（Ar = 2,6-iPr2- ，烯烃=富马酸二乙酯）并进行了充分表征。溶液中的VT-NMR实验表明，烯丙基衍生物1a-b在立体化学上是非刚性的。还报道了Ni 0衍生物2b的固态结构。这些络合物在各种交叉偶联反应中显示出令人感兴趣的催化性能。发现前催化剂[Ni0（ArNHCPPh2）（苯乙烯）] 2a是最活跃的系统。咪唑环上N取代基的体积大和2a中金属中心的低氧化态说明了其增强的催化性能。
• Di- and Trinuclear Gold Complexes of Diphenylphosphinoethyl-Functionalised Imidazolium Salts and their N-Heterocyclic Carbenes: Synthesis and Photophysical Properties
  作者：Sebastian Bestgen、Michael T. Gamer、Sergei Lebedkin、Manfred M. Kappes、Peter W. Roesky

  DOI：10.1002/chem.201404985

  日期：2015.1.7

  sed imidazolium salts and their silver–carbene complexes were used to synthesise a series of di‐ and trinuclear gold complexes through ligand exchange and transmetallation, respectively. Besides a few positively charged macrocyclic compounds with different anions (both with and without activation of the carbene function), we were able to obtain neutral polynuclear complexes by varying the gold precursor

  二苯基膦乙基官能化的咪唑鎓盐及其银-卡宾络合物分别用于通过配体交换和金属转移作用合成一系列二核和三核金络合物。除了一些带有不同阴离子的带正电的大环化合物（具有和不具有卡宾功能的活化），我们还能够通过改变金前体来获得中性多核配合物。合成的金配合物显示出多种光物理性质，包括在环境温度下的亮白色光致发光。
• A convenient synthesis of phosphine-functionalized N-heterocyclic carbene ligand precursors, structural characterization of their palladium complexes and catalytic application in Suzuki coupling reaction
  作者：Hon Man Lee、Pei Ling Chiu、Jing Yao Zeng

  DOI：10.1016/j.ica.2004.06.025

  日期：2004.11

  A series of imidazolium chlorides as ligand precursors, (LHCl)-H-. (L=(1-R)-(3-diphenylphosphanylethyl)-imidazol-2-ylidene; R = aryl, benzyl, naphthylmethyl), for the phosphine-functionalized N-heterocyclic carbene (NHC), L, were prepared by a convenient synthetic procedure of reacting 1,2-dichloroethane with appropriate N-substituted imidazoles to give (beta-chloroethyl)imidazolium chlorides, which were subsequently reacted with HPPh2 producing (LHCl)-H-. in good yield. Palladium complexes of L, PdLCl2 (4), were prepared by a one pot reaction of PdCl2, sodium acetate, and (LHCl)-H-. in DMSO. Complexes 4b (R = naphthylmethyl) and 4e (R = m-methoxybenzyl) were characterized by X-ray crystallography. Catalytic studies have shown that the palladium complexes are efficient in Suzuki coupling reactions of aryl bromides with phenylboronic acid. (C) 2004 Elsevier B.V. All rights reserved.