N-mesitylpivalimidoyl chloride | 208585-36-8

• 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-mesitylpivalimidoyl chloride
• 英文别名: (1Z)-2,2-Dimethyl-N-(2,4,6-trimethylphenyl)propanimidoyl chloride；2,2-dimethyl-N-(2,4,6-trimethylphenyl)propanimidoyl chloride
• CAS: 208585-36-8
• 化学式: C₁₄H₂₀ClN
• 分子量: 237.772
• InChiKey: BDBVTJCRHQZJRI-UHFFFAOYSA-N

物化性质

• 沸点：
  338.6±52.0 °C(Predicted)
• 密度：
  0.97±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 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-mesitylpivalimidoyl chloride 以 二氯甲烷 为溶剂， 反应 4.0h， 生成 (Z)-N-(2,2-dimethyl-1-(piperidin-1-yl)propylidene)-2,4,6-trimethylaniline
  参考文献：
  名称：

  Base-Stabilized Nitrilium Ions as Convenient Imine Synthons

  摘要：

  A simple and efficient methodology is presented for the synthesis of a wide range of substituted imines. It is based on stabilizing readily available, but thermally labile, N-alkylnitrilium triflates with pyridine or DMAP to moderately air-stable adducts. These base-stabilized imine synthons react conveniently with phosphorus- and nitrogen-based nucleophiles to amidines and phosphaamidines.

  DOI：

  10.1021/acs.orglett.5b00339
• 作为产物：
  描述：

  N-mesitylphenylpivalamide 在 氯化亚砜 作用下， 反应 2.5h， 以99%的产率得到N-mesitylpivalimidoyl chloride
  参考文献：
  名称：

  硝化离子作为亚胺合成子，可轻松合成磷酸pha和氨基甲酸酯

  摘要：

  易于获得的腈三氟甲磺酸盐是方便的亚胺结构单元，可方便地合成新型1,3-P，N配体，如与伯膦反应所证明的那样。该程序允许所有取代基的变化。报道了硝酸根离子，磷idine和三种磷酰胺盐配合物的X射线晶体结构。磷酰胺酸锂是N配位的，它与[AuCl（tht）]（tht =四氢噻吩）的反应产生独特的P桥金三聚体，而P，N呈双齿状的络合物则来自[{RhCl（cod）} 2 ]。腈离子方法可将1,3-P，N动机扩展为双（亚氨基）膦，双（亚氨基）膦是有价值的β-二酮基配体的中性磷类似物。

  DOI：

  10.1002/anie.201405027

文献信息

• A diamidinatogermylene as a Z-type ligand in a nickel(0) complex
  作者：Zhongtao Feng、Yixiao Jiang、Huapeng Ruan、Yue Zhao、Gengwen Tan、Li Zhang、Xinping Wang

  DOI：10.1039/c9dt03803e

  日期：——

  phosphine functionalized chlorogermylene 1 with Ni(COD)2 (COD = 1,5-cyclooctadiene) afforded the bis-chlorogermylene ligated nickel(0) complex 2 in high yield. The dechlorination reaction of 2 with elemental potassium serendipitously yielded the diamidinatogermylene nickel(0) complex 3. Single-crystal X-ray diffraction analysis reveals that the germanium center in 3 features a pyramidalized geometry, suggesting

  膦官能化的氯亚二甲基亚甲基1与Ni（COD）2（COD ＝ 1，5-环辛二烯）的反应以高收率提供了双氯亚锗基连接的镍（0）配合物2。2与元素钾的脱氯反应偶发，生成了二氨基亚丁二烯镍（0）络合物3。单晶X射线衍射分析表明，在锗中心3设有几何pyramidalized，表明在锗烯基部分3只充当Z型配体，其是通过理论计算进一步支持。配合物3代表带有Z型二氨基亚锗烯配体的第一个实例。
• Synthesis and attempted reductions of bulky 1,3,5-triazapentadienyl groups 2 and 13 halide complexes
  作者：Indrek Pernik、Brant J. Maitland、Andreas Stasch、Cameron Jones

  DOI：10.1139/cjc-2017-0548

  日期：2018.6

  Three extremely bulky 1,3,5-triazapentadienes, ^ArNNNH (^ArNNN = NC(Bu^t)=N(Ar)}₂; Ar = Mes (mesityl), Dep (2,6-diethylphenyl), or Dip (2,6-diisopropylphenyl)) have been prepared and structurally characterized. These are readily deprotonated, yielding a series of lithium and potassium triazapentadienyl complexes, one of which, (^DipNNN)Li, has been structurally characterized. Similarly, three monomeric triazapentadienyl magnesium iodide complexes, (^ArNNN)MgI(OEt₂), and a dimeric calcium counterpart, (^MesNNN)Ca(THF)(μ-I)}₂, have been prepared. Attempts to reduce the former gave homoleptic bis(triazapentadienyl) magnesium complexes, (^ArNNN)₂Mg (Ar = Mes or Dep) as the main products. One reaction also gave a very low yield of the magnesium(I) dimer, (^DepNNN)Mg–}₂, which was structurally characterized. In related chemistry, two triazapentadienyl boron difluoride compounds, (^ArNNN)BF₂ (Ar = Mes or Dep), have been synthesized, and unsuccessful attempts have been made to reduce these to boron(I) heterocycles. For sake of comparison, attempts have been made to prepare a series of related amino-substituted β-diketiminato group 13 element(I) heterocycles. Although these were also not successful, several group 13 element(III) halide complexes incorporating this ligand class have been characterized.

  我们制备了三种极其笨重的 1,3,5-三氮杂戊二烯 ArNNNH（ArNNN = NC(But)=N(Ar)}2; Ar = Mes（甲苯甲基）、Dep（2,6-二乙基苯基）或 Dip（2,6-二异丙基苯基）），并对其进行了结构表征。这些化合物很容易去质子化，产生一系列三氮杂并五二烯锂和钾络合物，其中的 (DipNNN)Li 已具有结构特征。同样，我们还制备了三种单体三氮杂戊二烯基碘化镁络合物 (ArNNN)MgI(OEt2) 和一种二聚钙对应物 (MesNNN)Ca(THF)(μ-I)}2 。尝试还原前者的主要产物是同色的双（三氮杂戊二烯）镁络合物 (ArNNN)2Mg（Ar = Mes 或 Dep）。其中一个反应还得到了产量极低的镁(I)二聚体(DepNNN)Mg-}2，并对其进行了结构表征。在相关的化学反应中，人们合成了两种三氮杂戊二烯基二氟化硼化合物 (ArNNN)BF2 （Ar = Mes 或 Dep），并尝试将它们还原成硼（I）杂环，但均未成功。为了进行比较，还尝试制备了一系列相关的氨基取代的 β-二酮亚甲基 13 族元素（I）杂环。虽然这些尝试也没有取得成功，但有几种含有该配体类别的第 13 族元素（III）卤化物配合物已经定性。
• Synthesis, structure, and properties of magnesium complexes containing cyclopentadienyl and amidinate ligand sets
  作者：Aibing Xia、Hani M El-Kaderi、Mary Jane Heeg、Charles H Winter

  DOI：10.1016/s0022-328x(03)00787-3

  日期：2003.10

  N,N'-Bis(2,6-diisopropylphenyl)(tert-butyl)amidine and N,N'-bis(2,4,6-trimethyl-phenyl)(tert-butyl)amidine were prepared and treated with [CpMgMe(Et2O)](2) in diethyl ether or tetrahydrofuran to afford the monomeric amidinate complexes [CpMg(eta(2)-(BuC)-Bu-t(N(2,6-(Pr2C6H3)-Pr-i))(2))] (87%) and [CpMg(eta2-(BuC)-Bu-t(N(2,4,6-Me3C6H2))(2))(THF)] (76%). The solid-state structures of the amidines and resultant magnesium complexes were determined by X-ray diffraction methods. In the solid-state, the magnesium complexes are monomeric and contain one eta(5)-cyclopentadienyl ligand and one eta(2)-amidinate ligand, as well as one tetrahydrofuran ligand for the latter. [CpMg(eta(2)-(BuC)-Bu-t(N(2,6-(Pr2C6H3)-Pr-i))(2))] can be sublimed unchanged with 80% recovery at 180 degreesC/0.05 torr, while [CpMg(eta(2)-(BuC)-Bu-t(N(2,4,6-Me3C6H2))(2))(THF)] decomposes to Cp2Mg (77%) and [Mg(eta(2)-(BuC)-Bu-t(N(2,4,6-Me3C6H2)))(2)] (83%) under similar conditions. [Mg(eta(2)-(BuC)-Bu-t(N(2,4,6-Me3C6H2)))(2)] was prepared independently through treatment of dibutylmagnesium with two equivalents of N,N'-bis(2,4,6-trimethylphenyl)(tert-butyl)amidine in toluene at ambient temperature. (C) 2003 Elsevier B.V. All rights reserved.