6289-31-2Relevant academic research and scientific papers
Kinetic Analysis as an Optimization Tool for Catalytic Esterification with a Moisture-Tolerant Zirconium Complex
Dalla-Santa, Oscar,Lundberg, Helena,Szabó, Zoltán,Villo, Piret
, p. 6959 - 6969 (2020/06/27)
This work describes the use of kinetics as a tool for rational optimization of an esterification process with down to equimolar ratios of reagents using a recyclable commercially available zirconocene complex in catalytic amounts. In contrast to previously reported group IV metal-catalyzed esterification protocols, the work presented herein circumvents the use of water scavengers and perfluorooctane sulfonate (PFOS) ligands. Insights into the operating mechanism are presented.
Oxo-rhenium-catalyzed deoxydehydration of polyols with hydroaromatic reductants
Boucher-Jacobs, Camille,Nicholas, Kenneth M.
supporting information, p. 1985 - 1990 (2015/06/08)
Several dihydroaromatic compounds are shown to be effective reducing agents in the oxo-metal-catalyzed deoxydehydration of diols and polyols to produce olefins and the corresponding arenes. NH4ReO4 and MeReO3 are active catalysts for the reactions. The most effective of the hydroaromatic reductants is indoline, which is oxidized to indole. Yields for a variety of diols and polyols range from 35% to 99%. Two hydrogen donors, 1,3-cyclohexadiene and dihydroanthracene, engage in tandem DODH/cycloaddition reactions. Competition experiments show that indoline is more reactive than representative alcohols in H-transfer. Indoline is shown to reduce MeReO3 to MeReO2 via an isolable adduct, MeReO3(indoline) (4), which has been structurally characterized and is suggested to be an intermediate in the catalytic DODH process.
Catalytic deoxydehydration of glycols with alcohol reductants
Boucher-Jacobs, Camille,Nicholas, Kenneth M.
, p. 597 - 599 (2013/07/27)
Top shelf dehydration: Ammonium perrhenate catalysts combined with benzylic alcohol reductants are used for the efficient deoxydehydration of glycols to olefins. The olefin and aldehyde products can be easily separated and isolated. It is also demonstrated that the catalyst can be recovered and reused because of its low solubility in aromatic solvents.
Synthesis of allyl esters of fatty acids and their ovicidal effect on Cydia pomonella (L.)
Escriba, Marc,Barbut, Montserrat,Eras, Jordi,Canela, Ramon,Avilla, Jesus,Balcells, Merge
experimental part, p. 4849 - 4853 (2010/06/14)
Eight allyl esters of fatty acids were synthesized in moderate to high yields with a novel two-step procedure using glycerol as a starting material. The two-step methodology avoids the use of allyl alcohol. The first step consisted of heating at 80 °C for 48 h a 2:1:5 mmol mixture of glycerol, a fatty acid, and chlorotrimethylsilane in a solvent-free medium. The crude compound was then dissolved in butanone and heated at 115 °C in the presence of Nal. A tandem Finkelstein rearrangement-elimination reaction occurs, producing the corresponding allyl ester. The activity of these esters against Cydia pomonella (L.) (Lepidoptera: Tortricidae) eggs was tested in the laboratory by topical application of one 0.1 μL drop. All of the compounds showed a concentration-mortality response and caused 100% mortality at the highest concentration tested (10 mg/mL). There was an inverse relationship between the alkyl chain length and the ovicidal activity of the allyl ester; the LC50 and the LC90 of the two compounds that have the longer alkyl chains were significantly higher than those of the rest of the compounds. The ovicidal and IGR activities of this kind of compound appear to be unprecedented.
Phase-Transfer Catalyzed Synthesis of 2-Propenyl Esters of Carboxylic Acids
Klan, Petr,Benovsky, Petr
, p. 469 - 472 (2007/10/02)
The tetrabutylammonium bromide catalyzed esterification of salts of carboxylic acids 1 a-e with 2-propenyl halides 2 a, b is described.Keywords.Esterification; Phase-transfer catalysis; 2-Propenyl esters.
A FACILE SYNTHESIS OF 1(3)-ACYLGLYCEROLS
Gangadhar, A.,Subbarao, R.,Lakshminarayana, G.
, p. 2505 - 2514 (2007/10/02)
A facile route is described for the synthesis of 1(3)-acylglycerols for the first time through hydroxylation of allyl esters of fatty acids with the novel reagent cetyltrimethylammonium permanganate in a non-aqueous medium.
