63281-62-9Relevant academic research and scientific papers
Aza-crown ether complex cation ionic liquids: Preparation and applications in organic reactions
Song, Yingying,Cheng, Chen,Jing, Huanwang
, p. 12894 - 12900 (2015/03/30)
Aza-crown ether complex cation ionic liquids (aCECILs) were devised, fabricated, and characterized by using NMR spectroscopy, MS, thermogravimetric differential thermal analysis (TG-DTA), elemental analysis and physical properties. These new and room-temperature ILs were utilized as catalysts in various organic reactions, such as the cycloaddition reaction of CO2 to epoxides, esterification of acetic acid and alcohols, the condensation reaction of aniline and propylene carbonate, and Friedel-Crafts alkylation of indole with aldehydes were investigated carefully. In these reactions, the ionic liquid exhibited cooperative catalytic activity between the anion and cation. In addition, the aza-[18-C-6HK][HSO4]2 was the best acidic catalyst in the reactions of esterification and Friedel-Crafts alkylation under mild reaction conditions. Jewel in the crown: Nine new and room-temperature aza-crown ether complex ionic liquids (aCECILs) composed of multiple cations and anions were fabricated through a convenient procedure (see scheme). Some of them were used as catalysts in various organic reactions, such as the cycloaddition reaction of CO2 to propylene oxide, esterification of acetic acid and alcohols, the condensation of aniline and propylene carbonate, and Friedel-Crafts alkylation of indole with aldehydes.
Synthesis of monoazacrown ethers under phase-transfer catalysis
Luk'yanenko,Basok,Kulygina, E. Yu.,Bogashchenko, T. Yu.,Yakovenko
, p. 1345 - 1352 (2013/02/22)
A procedure has been proposed for the synthesis of monoazacrown ethers by reaction of N-benzyldiethanolamine with oligo(ethylene glycol) bis-p-toluenesulfonates in a two-phase system aromatic hydrocarbon-50% aqueous alkali, followed by removal of the benzyl group by catalytic hydrogenolysis. The maximal yields of N-benzylaza-12-crown-4, -18-crown-6, and -21-crown-7 were achieved by adding 4-10 equiv of LiCl, BaBr2, and CsCl, respectively, to the reaction mixture, which probably indicated template effect. Pleiades Publishing, Ltd., 2012.
Side Arm Effects on Cation Binding, Extraction, and Transport Functions of Oligopyridine-Functionalized Aza-Crown Ethers
Tsukube, Hiroshi,Uenishi, Jun'ichi,Higaki, Hiromi,Kikkawa, Ken'ichi,Tanaka, Takakazu,et al.
, p. 4389 - 4397 (2007/10/02)
A new series of lariat ethers and double-armed crown ethers was prepared in which oligopyridine-functionalized side arms were attached as secondary donor sites.A novel preparative method of oligopyridine derivatives was successfully applied to the synthes
Lipophilic Bis(monoaza crown ether) Derivatives: Synthesis and Cation-Complexing Properties
Sakamoto, Hidefumi,Kimura, Keiichi,Koseki, Yasuaki,Matsuo, Mitsunori,Shono, Toshiyuki
, p. 4974 - 4979 (2007/10/02)
Eleven lipophilic bis(monoaza crown ether) derivatives were synthesized, in which two monoaza crown ethers with 9-, 12-, 15-, or 18-membered rings are linked through the nitrogen atoms by an alkane-, diether-, or diester-type bridge chain bearing a dodecyl group.Sodium and potassium binding with the bis(monoaza crown ether) was determined potentiometrically and compared with those for previous bis(crown ethers) 5 (n = 1 - 3) and corresponding monocyclic analogues 4 and 6 (n = 1 - 3).Marked bis(crown ether) effect was observed only for the alkane-type bis(monoaza-12-crown-4) and bis(monoaza-15-crown-5) derivatives 1 (n = 1,2) on complexing Na+ and K+, respectively.It was suggested that in some of the other bis(monoaza crown ethers) lariat-ether effect works instead.Bis(monoaza-9-crown-3) derivatives 1 and 2 (n = 0) possess very poor cation-complexing ability.Acidity constant values gave some hints about the bis(crown ether) effect.
