2013
DOI: 10.1155/2013/280585
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The Zwitterionic Imidazolium Salt: First Used for Synthesis of 4‐Arylidene‐2‐phenyl‐5(4H)‐oxazolones under Solvent‐Free Conditions

Abstract: The zwitterionic imidazolium salt was prepared and characterized by1H NMR. It was first used for synthesis of azlactones via Erlenmeyer synthesis from aromatic aldehydes and hippuric acid under solvent-free conditions. It was found that aldehyde substituents play an important role in these reactions. Better conversions and therefore higher isolated yields were observed when electron-withdrawing groups (EWG-) were present in the aromatic aldehyde. Opposite results were shown when electron-donating groups (EDG-)… Show more

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Cited by 8 publications
(5 citation statements)
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“…They can dissolve a variety of inorganic salts due to their high dipole moment and are thus proven to be excellent ion dissociators, useful for liquidizing solid salts or strong acids. They have been reported as good ion carriers for electrochemical applications due to their lack of component ion-pair migration. ZILs with suitable design could provide good target ion transporting abilities to overcome the disadvantages of conventional ILs, such as their low target ion transport number and lack of selectivity, as reported by Ohno and co-workers . Over the past decade, task specific sulfonate (SO 3 – ) functionalized zwitterionic imidazolium ionic liquids (SO 3 – ImZILs) have attracted great interest for use as ion conductive matrixes or electrolytes for batteries, , antifouling thin films, nanoparticle stabilizers, catalysts, N-heterocyclic carbene ligands, ion exchange membranes, , and for separation processes. , The oxygen atoms of the SO 3 – group are negatively charged and, in principle, can coordinate with positive ions. It has been reported that the SO 3 – groups are good exchange sites of lithium ions, because it is easy for Li + to associate or dissociate with the SO 3 – group and thus play a role in transfering lithium ions from one site to another. ,, The good proton exchange ability of SO 3 – ImZILs/brønsted acid mixtures is also noteworthy. , Recently, significant proton conduction efficiency was achieved for a liquid crystal (LC) of 4-(octadecyloxy) phenylsulfonic acid with the help of an aligning agent .…”
Section: Introductionmentioning
confidence: 99%
“…They can dissolve a variety of inorganic salts due to their high dipole moment and are thus proven to be excellent ion dissociators, useful for liquidizing solid salts or strong acids. They have been reported as good ion carriers for electrochemical applications due to their lack of component ion-pair migration. ZILs with suitable design could provide good target ion transporting abilities to overcome the disadvantages of conventional ILs, such as their low target ion transport number and lack of selectivity, as reported by Ohno and co-workers . Over the past decade, task specific sulfonate (SO 3 – ) functionalized zwitterionic imidazolium ionic liquids (SO 3 – ImZILs) have attracted great interest for use as ion conductive matrixes or electrolytes for batteries, , antifouling thin films, nanoparticle stabilizers, catalysts, N-heterocyclic carbene ligands, ion exchange membranes, , and for separation processes. , The oxygen atoms of the SO 3 – group are negatively charged and, in principle, can coordinate with positive ions. It has been reported that the SO 3 – groups are good exchange sites of lithium ions, because it is easy for Li + to associate or dissociate with the SO 3 – group and thus play a role in transfering lithium ions from one site to another. ,, The good proton exchange ability of SO 3 – ImZILs/brønsted acid mixtures is also noteworthy. , Recently, significant proton conduction efficiency was achieved for a liquid crystal (LC) of 4-(octadecyloxy) phenylsulfonic acid with the help of an aligning agent .…”
Section: Introductionmentioning
confidence: 99%
“…Erlenmeyer Plöchl's reaction of an aldehyde, hippuric acid in acetic anhydride by using sodium acetate as a catalyst is well known [19]. Erlenmeyer Plöchl reaction has remained unchanged since the last century with some modification of catalysts such as: zwitter ionic imidazolium salt [20] [23], nano-sphere SiO2-AP [24], AcOK [25], Montmorillonite K-10 [26], MgO/Al2O3 [27], KF-Al2O3 [28], silica-alumina supported heteropolyacids [29], Nano Fe2O3 [30], Ca(OAc)2 [31], Bi(III) Salts [32], [CellFemImi]OH [33], [bmim]3PW12O40 [34], [bmim]PF6 or [bmim]BF4 [35]. However, some of these methods have their excellence, but, suffer from drawbacks such as: high temperature, low yields, generation of toxic substances, and use of stoichiometric catalysts.…”
Section: Introductionmentioning
confidence: 99%
“…Due to their broad range of biological and pharmacological qualities, they have attracted much more attention [3]. They serve as intermediates and suitable building blocks for the production of a variety of physiologic active compounds like amino acids and heterocyclic compounds [4][5][6]. In addition, these compounds are particularly effective as antioxidants [7], antitumors [8], antimicrobials [9], and antihypertensives [10] agents.…”
Section: ■ Introductionmentioning
confidence: 99%