2009
DOI: 10.1039/b904821a
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The reaction of glycerol carbonate with primary aromatic amines in the presence of Y- and X-faujasites: the synthesis of N-(2,3-dihydroxy)propyl anilines and the reaction mechanism

Abstract: At 140• C, in the presence of alkali metal exchanged faujasites, preferably NaY, as catalysts, glycerine carbonate (GlyC) is an efficient and green alkylating agent of primary aromatic amines (p-XC 6 H 4 NH 2 , X = H, OMe, OH, Cl): the reaction takes place with a high conversion (~90%) and a good selectivity (80-90%) for the formation of N- (2,3-dihydroxy)propyl anilines (p-XC 6 H 4 NHCH 2 CH(OH)CH 2 OH). The alkylation process does not proceed through an exclusive nucleophilic substitution of anilines at the … Show more

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Cited by 32 publications
(22 citation statements)
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“…In brief, as compared in Figure 5A, CO 2 chemically adsorbed on the intrinsic Lewis basic sites of NaY is more difficult to be desorbed than the chemisorbed CO 2 on the host–guest systems. The phenomenon can be attributed to the stronger basicity of intrinsic basic sites in NaY than that of imidazolium cations or of –NH 2 groups2548. As for the [APMIM]Br@NaY host-guest systems, they possess three types of adsorption centers due to the Lewis basic site of NaY, carbene centers and free –NH 2 groups.…”
Section: Resultsmentioning
confidence: 99%
“…In brief, as compared in Figure 5A, CO 2 chemically adsorbed on the intrinsic Lewis basic sites of NaY is more difficult to be desorbed than the chemisorbed CO 2 on the host–guest systems. The phenomenon can be attributed to the stronger basicity of intrinsic basic sites in NaY than that of imidazolium cations or of –NH 2 groups2548. As for the [APMIM]Br@NaY host-guest systems, they possess three types of adsorption centers due to the Lewis basic site of NaY, carbene centers and free –NH 2 groups.…”
Section: Resultsmentioning
confidence: 99%
“…Another important chemical derived from glycerol * For correspondence is glycerol carbonate (GC), a highly value added product with many potential applications. [12][13][14][15][16] Etherification of glycerol is generally facilitated by acid catalysts. Thus, acid catalysts such as sulfuric acid, p-toluenesulfonic acid, acidic ion exchange resins, wide pore zeolites, and acid-functionalized mesostructured silicas have been used for etherification of glycerol.…”
Section: Introductionmentioning
confidence: 99%
“…With rapidly increasing production of biodiesel, much attention has been focused on the utilization of glycerol for producing value-added chemicals [1]. Among the chemicals derived from glycerol, glycerol carbonate, which can be used as the solvent or reaction intermediate, is a high value-added product with many potential applications [2][3][4][5][6].…”
Section: Introductionmentioning
confidence: 99%