N-(2,6-diisopropylphenyl)-N-(2-((2,6-diisopropylphenyl)amino)ethyl)formamide | 1096001-27-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-(2,6-diisopropylphenyl)-N-(2-((2,6-diisopropylphenyl)amino)ethyl)formamide
• 英文别名: N,N'-bis(2,6-diisopropylphenyl)-N-formylethylenediamine；N-[2-[2,6-di(propan-2-yl)anilino]ethyl]-N-[2,6-di(propan-2-yl)phenyl]formamide
• CAS: 1096001-27-2
• 化学式: C₂₇H₄₀N₂O
• 分子量: 408.627
• InChiKey: HMYAIYDDSWNYBM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.5
• 重原子数：
  30
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  32.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1,3-双(2,6-二异丙苯基)咪唑啉酮-2-亚基 在 氧气 作用下， 以 四氢呋喃 为溶剂， 反应 5.0h， 以61%的产率得到N-(2,6-diisopropylphenyl)-N-(2-((2,6-diisopropylphenyl)amino)ethyl)formamide
  参考文献：
  名称：

  用稳定的N杂环卡宾对双氧进行活化†

  摘要：

  描述了在环境温度下用环状（氨基）（烷基）卡宾和二（氨基）卡宾进行的双氧活化。理论研究表明，对于碳卡宾-O键的形成，可以考虑将电子从卡宾碳的双填充σ轨道通过3 O 2的π*反键轨道重排至其空位p轨道。

  DOI：

  10.1039/c8cc08911f

文献信息

• Dual reactivity of N-heterocyclic carbenes towards copper(ii) salts
  作者：Eugene L. Kolychev、Viacheslav V. Shuntikov、Victor N. Khrustalev、Alexander A. Bush、Mikhail S. Nechaev

  DOI：10.1039/c0dt01630f

  日期：——

  Complexes of N-heterocyclic carbenes (NHCs) with copper(II) halogenides are unstable. Upon formation, these complexes decompose to give haloamidinium salts. Contrastingly, O-substituted copper(II) NHC complexes are fairly stable. A series of new five-, six- and seven-membered ring NHC complexes of Cu(OAc)2 have been synthesised and characterised in the solid state.

  N杂环卡宾（NHC）与卤化铜（II）的配合物不稳定。形成后，这些络合物分解产生卤代din盐。相反，O-取代的铜（II）NHC络合物相当稳定。已经合成了一系列新的Cu（OAc）2五元，六元和七元环NHC配合物，并进行了固态表征。
• The Facile Hydrolysis of Imidazolinium Chlorides (N‐Heterocyclic Carbene Precursors) Under Basic Aqueous Conditions
  作者：Nedra Touj、Jerwin Jay Taping、Nikolay Tumanov、Johan Wouters、Lionel Delaude

  DOI：10.1002/chem.202302402

  日期：2023.12

  The hydrolysis of imidazolinium chlorides takes place readily in a basic water/dichloromethane biphasic mixture at room temperature. Experimental conditions were optimized to afford full conversions and high yields of γ-aminoformamides starting from symmetrical or unsymmetrical substrates. Structural parameters that affect the resilience of these important NHC precursors in the presence of moisture

  氯化咪唑啉鎓在室温下的碱性水/二氯甲烷双相混合物中很容易发生水解。对实验条件进行了优化，以从对称或不对称底物开始获得完全转化和高产率的γ-氨基甲酰胺。研究了在湿气存在下影响这些重要 NHC 前体弹性的结构参数。特别强调了抗衡阴离子的关键影响。
• Practical One-Pot, Three-Component Synthesis of N-Heterocyclic Carbene (NHC) Ligated Palladacycles Derived from <i>N</i>,<i>N</i>-Dimethylbenzylamine
  作者：Eric Assen B. Kantchev、Jackie Y. Ying

  DOI：10.1021/om8008475

  日期：2009.1.12

  Further explorations of the catalytic potential of N-heterocyclic carbene (NHC) ligated palladacycles as catalysts for Pd-mediated transformations have been hampered by the lack of general and practical methods for their synthesis. In this work, we describe a novel, practical approach to NHC-ligated palladacycles by a three-component, one-pot reaction of imidazoliurn salts, PdCl2, and N,N-dimethylbenzylamine in the presence of excess K2CO3 under reflux in reagent-grade acetonitrile in air. 1,3-Diarylimidazolium salts afford the corresponding NHC-Pd(dmba)Cl (dmba = N,N-dimethylbenzylamine-k(2) N,C) complexes in > 80% yield. The conversion of 1,3-diaryl-4,5-dihydroimidazolium and 1,3-dialkylimidazolium or benzimidazolium salts requires the use of stronger base (Cs2CO3) and/or higher temperature (100 degrees C). The Pd-bound chloride anion can be exchanged with silver salts or sodium salts. The NHC-palladacycle adducts have been characterized by single-crystal X-ray crystallography.
• The influence of moisture on deprotonation mode of imidazolinium chlorides with palladacycle acetate dimer
  作者：M. Emin Günay、Namık Özdemir、Mahmut Ulusoy、Melih Uçak、Muharrem Dinçer、Bekir Çetinkaya

  DOI：10.1016/j.jorganchem.2009.02.023

  日期：2009.6

  Deprotonation of 1,3-diorganyl imidazolinium salts, 1, with N,C-type palladacyclic acetate dimer 2 afforded novel NHC coordinated complexes 3 along with ring opening hydrolysis products 4, which may coordinate to palladium center via NH group to give 5a. The hydrolysis necessitates the study of NHC complex formation in anhydrous media. The new compounds were characterized by spectroscopic methods and three of them (3c, 4c, 5a) by X-ray single-crystal diffraction studies. (C) 2009 Elsevier B. V. All rights reserved.