1032818-03-3

Upstream product

• 1032817-96-1 1-cyclohexyl-2-p-tolylaziridine 
• 124-38-9 carbon dioxide 
• 622-97-9 1-ethenyl-4-methylbenzene 
• 108-91-8 cyclohexylamine 

Relevant academic research and scientific papers

Naturally occurring α-amino acid: a simple and inexpensive catalyst for the selective synthesis of 5-aryl-2-oxazolidinones from CO2 and aziridines under solvent-free conditions

Naturally occurring α-amino acid successfully catalyzed cycloaddition of aziridine with carbon dioxide to afford 5-aryl-2-oxazolisinones under mild conditions without the need of any additives. The scope of this reaction is very general, providing the corresponding products in good yields and excellent regioselectivity (87:13-100:0) regardless of the α-amino acid examined and a wide variety of N-substituted aziridines employed. Two possible reaction pathways for the reaction were also discussed.

Acid-base bifunctional periodic mesoporous metal phosphonates for synergistically and heterogeneously catalyzing CO2 conversion

Integrating multiple functions into one host for improved catalytic performance is challenging and promising for both catalysis and material science. Herein a new acid-base bifunctional periodic mesoporous titanium phosphonate hybrid material is synthesized by a facile one-pot hydrothermal method, using alendronate sodium trihydrate as a coupling molecule. The new material possesses highly periodic mesopores with a large specific surface area of 540 m2 g-1 and pore volume of 0.43 cm3 g-1, favoring the smooth mass transport of reactants and products during the catalytic reaction. It also has an organic-inorganic hybrid framework with homogeneously incorporated phosphonate groups, in which a large number of accessible acidic P-OH and basic -NH2 sites can, respectively, activate aziridine and CO2, synergistically leading to the high conversion (>99%), yield (98%), and regioselectivity (98:2) for the CO2 cycloaddition reaction. The catalytic activity is better than that of the scarcely reported heterogeneous catalysts for aziridine and CO2 cycloaddition and even comparable to that of the state-of-the-art homogeneous ones. Moreover, being superior to the other catalysts, the metal phosphonate materials can be easily separated and reused repeatedly without activity loss, and no hazardous halogen ions, organic solvents, or cocatalysts are needed for the catalytic process. In comparison with previously reported multifunctional catalysts synthesized by complicated multistep fabrications, the facile one-pot preparation of mesoporous metal phosphonates with dual active sites makes it more practical for high-performance heterogeneous catalysis.

Design of task-specific ionic liquids for catalytic conversion of CO 2 with aziridines under mild conditions

A series of polyethylene glycol (PEG)-functionalized ionic liquids (ILs) were developed as recyclable and efficient catalysts for selective synthesis of 5-aryl-2-oxazolidinones from aziridines and CO2 without addition of any organic solvents or additives. In particular, high yields, chemo- and regio-selectivities of oxazolidinones were attained when BrDBNPEG 150DBNBr (DBN: 1,5-diazabicyclo[4.3.0]non-5-ene) was used as the catalyst, presumably due to activation of CO2 by the ether linkage in the PEG backbone, and stabilization of the ring-opened species of aziridine by the delocalized cation BrDBNPEG150DBN+. Furthermore, the catalyst could be reused for over four consecutive cycles without appreciable loss of catalytic activity and selectivity. The effects of catalyst structure and various reaction parameters on the catalytic performance were also investigated in detail. It was demonstrated that the catalyst worked well for a variety of aziridines producing the corresponding oxazolidinones in good yields and excellent regio-selectivities. Therefore, this solvent-free process could thus represent an environmentally friendly approach for ILs-catalyzed conversion of CO2 into value-added chemicals.

Protic onium salts-catalyzed synthesis of 5-aryl-2-oxazolidinones from aziridines and CO2 under mild conditions

Protic onium salts, e.g. pyridium iodide, proved to be highly efficient and recyclable catalysts for the selective synthesis of 5-aryl-2-oxazolidinones under a CO2 atmosphere at room temperature, presumably due to aziridine activation assisted by hydrogen bonding on the basis of 1H NMR and in situ FT IR under CO2 pressure study.

Polystyrene-supported amino acids as efficient catalyst for chemical fixation of carbon dioxide

Four new polystyrene-supported amino acids have been synthesized and applied to the chemical fixation of carbon dioxide for the first time. Two series of experiments with polystyrene-supported threonine (PS-Thr) and polystyrene-supported tyrosine (PS-Tyr) as catalyst, respectively, were conducted to study the effect of the reaction conditions on the carboxylation of propylene oxide/carbon dioxide. There was no considerable decrease in the yield of propylene carbonate after the polystyrene-supported amino acids were used five times, indicating that these catalysts are very stable. It was demonstrated that these catalysts were very efficient in the carboxylation of various epoxides and aziridines with carbon dioxide under mild conditions without any solvents. The mechanism for this carboxylation is also discussed.

Zirconyl chloride: an efficient recyclable catalyst for synthesis of 5-aryl-2-oxazolidinones from aziridines and CO2 under solvent-free conditions

Zirconyl chloride was found to be an efficient catalyst for the cycloaddition reaction of aziridines with CO2, thus leading to the preferential formation of 5-aryl-2-oxazolidinones under solvent-free conditions. The methodology could be extended to various substituted aziridines with high conversion and chemo-, regio-, and stereoselectivity. Furthermore, the catalyst could be reused over five times without significant loss in activity. Interestingly, the recovered catalyst showed higher activity in comparison with the fresh catalyst, presumably due to its morphological variation. The use of this cheap and moisture stable catalyst make this protocol practical, environmentally benign, and economically attractive.

Quaternary ammonium bromide functionalized polyethylene glycol: A highly efficient and recyclable catalyst for selective synthesis of 5-aryl-2-oxazolidinones from carbon dioxide and aziridines under solvent-free conditions

(Chemical Equation Presented) A quaternary ammonium bromide covalently bound to polyethylene glycol (PEG, MW = 6000), i.e., PEG6000- (NBu3Br)2, was found to be an efficient and recyclable catalyst for the cycloaddition reaction of aziridines to CO2 under mild conditions without utilization of additional organic solvents or cocatalysts. As a result, 5-aryl-2-oxazolidinone was obtained in high yield with excellent regioselectivity. The catalyst worked well for a wide variety of 1-alkyl-2-arylaziridines. Besides, the catalyst could be recovered by centrifugation and reused without significant loss of catalytic activity and selectivity.