1-allyl-2,3-dimethylimidazolium bis(trifluoromethylsulfonyl)imide | 1005757-37-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-allyl-2,3-dimethylimidazolium bis(trifluoromethylsulfonyl)imide
• 英文别名: 3-allyl-1,2-dimethylimidazolium bis(trifluoromethanesulfonyl)amide；1-allyl-2,3-dimethylimidazolium bis(trifluoromethanesulfonyl)imide；3-Allyl-1,2-dimethyl-1H-imidazol-3-ium bis((trifluoromethyl)sulfonyl)amide；bis(trifluoromethylsulfonyl)azanide;1,2-dimethyl-3-prop-2-enylimidazol-1-ium
• CAS: 1005757-37-8
• 化学式: C₂F₆NO₄S₂*C₈H₁₃N₂
• 分子量: 417.353
• InChiKey: RFKAGJYUHBHIMF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.87
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  94.8
• 氢给体数：
  0
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  1-allyl-2,3-dimethylimidazolium bis(trifluoromethylsulfonyl)imide 在 偶氮二异丁腈 作用下， 以 甲苯 为溶剂， 反应 72.0h， 生成 {1,2-dimethyl-3-(diphenylphosphine)propylimidazoliumbis(trifluoromethylsulfonyl)imide}(η4-1,3-divinyl-1,1,3,3-tetramethyldisiloxane)platinum(0)
  参考文献：
  名称：

  咪唑鎓取代的膦连接的铂和铑配合物，是氢化硅烷化的有效且可回收的催化剂

  摘要：

  制备了用咪唑鎓盐官能化的膦配体，并将其用于合成两个新的离子Pt（0）配合物和四个Rh（I）复合体。该催化剂在不同极性的烯烃（1-辛烯和烯丙基缩水甘油醚）与1,1,1,3,5,5,5,5-庚七甲基三硅氧烷的氢化硅烷化反应中显示出非常好的催化活性。它们在反应介质中的不溶性促进了它们的分离，并使其可以在随后的催化操作中多次使用。在非极性烯烃的氢化硅烷化中，所有催化剂都显示出相似的活性，而在极性烯烃的氢化硅烷化中，含有溴化物阴离子的催化剂显示出更高的活性。结果允许鉴定用于不同极性的烯烃的氢化硅烷化的最有效的催化剂。即使在10次催化运行后，活性最高的配合物也不会失去其活性，从而为常用的均相催化剂提供了很好的替代品。

  DOI：

  10.1039/c9ra05948b
• 作为产物：
  描述：

  1,2-二甲基咪唑 以 二氯甲烷 、 水 、 乙腈 为溶剂， 反应 96.0h， 生成 1-allyl-2,3-dimethylimidazolium bis(trifluoromethylsulfonyl)imide
  参考文献：
  名称：

  带有烯丙基的氮基离子液体的合成，表征及其应用实例

  摘要：

  已经提出了具有烯丙基取代基并且具有氯或双（三氟甲磺酰基）酰胺阴离子的两个胺衍生的离子液体的合成和全光谱（NMR，MS和IR），热（DSC）和离子色谱表征。进行了所选质子的1 H NMR化学位移值对阳离子和阴离子结构的依赖性分析。提出并解释了DSC分析记录以及离子色谱分析结果。此外，已将获得的某些氯离子液体转化为相应的氯钴酸盐和氯锌酸盐，或用作硫醇-烯点击反应的底物，以表明它们作为催化剂或各种表面改性剂的前体的潜力。

  DOI：

  10.1039/d0nj00303d

文献信息

• Palladium metal nanoparticles stabilized by ionophilic ligands in ionic liquids: synthesis and application in hydrogenation reactions
  作者：Bárbara C. Leal、Crestina S. Consorti、Giovanna Machado、Jairton Dupont

  DOI：10.1039/c4cy01116c

  日期：——

  (acac = acetylacetonate; COD = 1,5-cyclooctadiene), dissolved in BMI·BF4, in the presence of P- or N-containing ionophilic ligands by H2 yields “soluble” and stable [Pd(0)]n nanoparticles (NPs). These ionic liquid soluble NPs are active and selective catalysts for the hydrogenation of 1,3-dienes and alkynes under mild reaction conditions. Selectivities up to 87% to cis-2-pentene and 95% conversion were

  在含有P或N的亲离子性配体存在的情况下，通过H 2还原溶解在BMI·BF 4中的[Pd（acac）（COD）] BF 4（acac =乙酰丙酮酸酯； COD = 1,5-环辛二烯）产生“可溶”且稳定的[Pd（0）] n纳米颗粒（NPs）。这些离子液体可溶性NP是在温和的反应条件下1,3-二烯和炔烃加氢的活性和选择性催化剂。使用1-（3-（二苯基膦基）丙基）-2,3-二甲基-1 H-咪唑-3-鎓N -bis修饰的Pd NPs可获得高达87％的顺式-2-戊烯选择性和95％的转化率1-正丁基-3-甲基咪唑四氟硼酸酯中的（三氟甲基磺酰基）酰亚胺。
• Ionophilic Phosphines:  Versatile Ligands for Ionic Liquid Biphasic Catalysis
  作者：Crestina S. Consorti、Guilherme L. P. Aydos、Günter Ebeling、Jaïrton Dupont

  DOI：10.1021/ol702664a

  日期：2008.1.1

  Phosphine ligands bearing an imidazolium fragment were easily prepared by one-step radical chain addition of secondary phosphines to allyl or vinyl imidazolium salts. These ligands were used to prepare new ionophilic second generation Grubbs-type catalysts. The catalyst immobilized in 1-butyl-3-methyl imidazolium ILs shows good catalytic activity in RCM reactions of several substrates and, depending

  带有咪唑鎓片段的膦配体很容易通过将二级膦基一步加成自由基链加到烯丙基或乙烯基咪唑鎓盐中来制备。这些配体用于制备新的亲离子第二代Grubbs型催化剂。固定在1-丁基-3-甲基咪唑鎓ILs中的催化剂在几种底物的RCM反应中显示出良好的催化活性，并且取决于所用的介质，最多可稳定8个循环。
• Ionic Liquids as Solvents for Rhodium and Platinum Catalysts Used in Hydrosilylation Reaction
  作者：Witold Zielinski、Rafal Kukawka、Hieronim Maciejewski、Marcin Smiglak

  DOI：10.3390/molecules21091115

  日期：——

  ability to dissolve and activate the catalysts used in hydrosilylation reaction of 1-octane and 1,1,1,3,5,5,5-heptamethyltrisiloxane was investigated. An organometallic catalyst as well as inorganic complexes of platinum and rhodium dissolved in ionic liquids were used, forming liquid solutions not miscible with the substrates or with the products of the reaction. The results show that application of

  合成了一组咪唑鎓和吡啶鎓类离子液体，并研究了它们溶解和活化1-辛烷和1,1,1,3,5,5,5,5-庚七甲基三硅氧烷的硅氢加成反应中使用的催化剂的能力。使用有机金属催化剂以及溶解在离子液体中的铂和铑的无机络合物，形成与底物或反应产物不溶混的液体溶液。结果表明，这种简单的双相催化系统的应用使得离子液相可以在多个反应循环中与催化剂一起重复使用，从而降低了成本并减少了每摩尔产物所需的催化剂量。
• Isoamyl acetate synthesis in imidazolium-based ionic liquids using packed bed enzyme microreactor
  作者：Marina Cvjetko、Jasna Vorkapić-Furač、Polona Žnidaršič-Plazl

  DOI：10.1016/j.procbio.2012.04.028

  日期：2012.9

  The acylation of isoamyl alcohol with acetic anhydride catalyzed by immobilized Candida antarctica lipase B was studied in ionic liquids (ILs) based on quaternary imidazolium cations with alkyl, alkenyl, alkynyl, benzyl, alkoxyl or N-aminopropyl side chains. Among the tested ILs, the highest enzyme activity together with the highest isoamyl acetate yield were obtained in [C(7)mmim][Tf2N].No loss of lipase B activity was observed during one-month incubation in this hydrophobic IL without the presence of substrates. Isoamyl acetate synthesis using [C(7)mmim][Tf2N] as solvent was further studied in a continuously operated miniaturized enzymatic packed bed reactor at various flow rates and temperatures. Up to 92% isoamyl acetate yield could be obtained within 15 min by using 0.5 M acetic anhydride and 1.5 M isoamyl alcohol inlet concentrations at 55 degrees C, corresponding to the volumetric productivity of 61 mmol l(-1) min(-1), which to the best of our knowledge is the highest reported so far for this reaction. No decrease in productivity was experienced during the subsequent runs of continuous microbioreactor operation performed within 14 consecutive days. The benefits of reactor miniaturization along with the green solvent application were therefore successfully exploited for the development of a sustainable flavour ester production. (C) 2012 Elsevier Ltd. All rights reserved.