N-(2,4,6-trimethylphenyl)acetimidoyl chloride | 1431944-75-0

• 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-(2,4,6-trimethylphenyl)acetimidoyl chloride
• 英文别名: N-(2,4,6-trimethylphenyl)ethanimidoyl chloride
• CAS: 1431944-75-0
• 化学式: C₁₁H₁₄ClN
• 分子量: 195.692
• InChiKey: DLJNYAKJCSNJLB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  12.4
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-(2,4,6-trimethylphenyl)acetimidoyl chloride 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 125.17h， 生成 (E)-N,N′-dimesityl-N-((E)-1-((2,4,6-tri-tert-butylphenyl)phosphanylidene)ethyl)acetimidamide gold(I) chloride
  参考文献：
  名称：

  双（亚氨基）膦：合成与配位化学

  摘要：

  Bis(imino)phosphanes can be synthesized efficiently from iminophosphanes and nitrilium triflates, allowing for nonsymmetric substitution at the imine groups. Symmetrically substituted derivatives can even be obtained in a One-pot procedure from primary phosphanes. These potential N,N-bidentate ligands are sensitive toward Cu(II), Zn(II), and rhodium(I) sources, resulting in loss of an imine group. For [RhCl(COD)](2) this led to an N,P- and P-Ohelating bimetallic complex. Bis(imino)phosphanes with C -Me substituents rearrange in situ to unique 1,3,5-phosphadiazapentadienes for which a P-coordinated gold(I) complex is repotted. The bis(imino)phosphanes ate readily oxidized to stable bis(imino)phosphane oxides with aqueous H2O2.

  DOI：

  10.1021/acs.organomet.6b00063
• 作为产物：
  描述：

  N-(2,4,6-三甲基苯基)乙酰胺 在 五氯化磷 作用下， 以 甲苯 为溶剂， 反应 6.0h， 以90%的产率得到N-(2,4,6-trimethylphenyl)acetimidoyl chloride
  参考文献：
  名称：

  Co(II), Ni(II) and Cu(II) complexes of sterically encumbered N-arylimidoylamidine based [N,N′] chelating ligands

  摘要：

  The reaction of mesitylamine (2,4,6-Me3C6H2NH2) with two equivalents of imidoylchloride, ArN=C(Cl)Me (Ar=2,4,6-Me3C6H2 or 2,6-iPr(2)C(6)H(3)) in the presence of Et3N yields neutral [N,N'] chelating ligands, [2,4,6-Me3C6H2N{C(Me)N(2,4,6-Me3C6H2)}(2)] (L-1) and a pair of ligand isomers; symmetrical [2,4,6-Me3C6H2N{C(Me)N(2,6-iPr(2)C(6)H(3))}(2)] (L-2a) & unsymmetrical [2,6-iPr(2)C(6)H(3)NC(Me)N(2,6-iPr(2)C(6)H(3))C(Me) N(2,4,6-Me3C6H2)] (L-2b). An exclusive synthesis of the unsymmetrical isomer L(2)b has also been optimized by the reaction of a preformed amidine (2,6-iPr(2)C(6)H(3))NH{C(Me)=N(2,6-iPr(2)C(6)H(3))} with the mesityl imidoylchloride. The three ligands have been thoroughly characterized by spectroscopic and X-ray diffraction methods (for L-2a and L-2b). The reaction of equimolar quantities of L-1 with CoCl2 center dot 6H(2)O, NiBr2 center dot xH(2)O, Cu(NO3)(2)center dot 3H(2)O yields the corresponding mononuclear complexes, L-1 center dot CoCl2 (I), L-1 center dot NiBr2 (2) and L-1 center dot Cu(NO3)(2) (3). Similarly, reaction of unsymmetrical ligand isomer L-2b with CoCl2 center dot 6H(2)O, NiBr2 center dot xH(2)O, or CuCl2 affords the complexes L-2b center dot CoCl2 (4), L-2b center dot NiBr2 (5) and L-2b center dot CuCl2 (6), respectively. The solid state structures of complexes 1-6 have been investigated by single crystal X-ray structural analysis. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2015.06.015

文献信息

• Synthesis and structural characterization of a nickel(II) precatalyst bearing a β-triketimine ligand and study of its ethylene polymerization performance using response surface methods
  作者：Nona Ghasemi Hamedani、Hassan Arabi、Gholam Hossein Zohuri、Francis S. Mair、Andrew Jolleys

  DOI：10.1002/pola.26522

  日期：2013.4.1

  4,6‐trimethylbenzenamine (1) with n‐butyl lithium and then with N‐(2,4,6‐trimethyl‐phenyl)‐acetimidoyl chloride yields a new β‐triketimine ligand, N‐(4‐(mesitylamino)‐3‐(1‐(mesitylimino)ethyl)pent‐3‐en‐2‐ylidene)‐2,4,6‐trimethylbenzenamine, 2. The addition of 2 to nickel (II) dibromide 1,2‐dimethoxyethane (NiBr2(DME)) in the presence of [Na]+[3,5‐(CF3)4C6H3]4B]− (NaBAr'4) gives a five‐coordinate dimeric

  的反应Ñ（4-（mesitylamino）戊-3-烯-2-亚基）-2,4,6-三甲基苯胺（ - 1用）ñ丁基锂，然后用ñ - （2,4,6-三甲基-苯基）-乙二酰氯生成一个新的β-三酮亚胺配体N-（4-（间苯三甲氨基）-3-（1-（间苯二甲酰亚胺基）乙基）戊-3-烯-2-亚基）-2,4,6-三甲基苯胺，2。的添加2到镍（II）二溴化物1,2-二甲氧基乙烷（NIBR 2中的存在（DME））的[Na] + [3,5-（CF 3）4 C ^ 6 ħ 3 ] 4 B] - （NaBARhref=https://www.molaid.com/MS_77868 target="_blank">BAr” 4）给出了一个五配位二聚体复合[（2 .NiBr）2 ] 0.2 [（BAR” 4）]，3。3的结构是通过单晶X射线衍射确定的。该络合物产生催化活性物质，用于乙烯与甲基铝氧烷的均聚，以生产弹性的支化聚乙烯。使用响应的回归模型（催化剂活性，结晶度和聚合物的重均分子量（M w））研究了因素（温度，压力和助催化剂与催化
• Synthesis and Structure of Imine–N-Heterocyclic Carbene Palladium Complexes and Their Catalytic Behavior in Norbornene Polymerization
  作者：Juean Deng、Haiyang Gao、Fangming Zhu、Qing Wu

  DOI：10.1021/om400268y

  日期：2013.8.26

  On the basis of the steric effects of ligand, a series of imine-N-heterocyclic carbene (NHC) ligands and their corresponding five-membered palladium complexes with bulky substituents on both the imine and the NHC moieties were synthesized and characterized. Transpalladation of silver carbene complexes with (COD)PdCl2 and (COD)PdMeCl afforded the palladium dichloride and methylpalladium complexes, respectively. Bulky cationic palladium complexes were further obtained by treatment of the methylpalladium complexes with sodium tetrakis(3,5-bis(trifluoromethyl)-phenyl)borate (NaBAF) in CH3CN. Well-defined cationic palladium complexes were confirmed by X-ray crystal diffraction to have trans forms. Palladium dichloride complexes and methylpalladium complexes after activation with MMAO show high activity for norbornene polymerization, whereas cationic palladium complexes can polymerize norbornene alone without any cocatalysts and exhibit a high thermostability. Norbornene polymerization with the cationic palladium catalyst was proven to proceed through a coordination-insertion mechanism by NMR studies. Analysis of oligomers obtained by polymerizing the monomer in the presence of H-2 reveals the existence of a C7 linkage in the polynorbornene (PNB) by sigma-bond metathesis, which may be the reason for the insolublity of polynorbornenes obtained by palladium catalysts.