502-44-3Relevant articles and documents
Selective Aerobic Oxidation of Secondary C (sp3)-H Bonds with NHPI/CAN Catalytic System
Wang, Lingyao,Zhang, Yuanbin,Yuan, Haoran,Du, Renfeng,Yao, Jia,Li, Haoran
, p. 1663 - 1669 (2020/10/21)
Abstract: The direct aerobic oxidation of secondarty C(sp3)-H bonds was achieved in the presence of N-hydroxyphthalimide (NHPI) and cerium ammonium nitrate (CAN) under mild conditions. Various benzylic methylenes could be oxidized to carbonyl compounds in satisfied selectivity while saturated cyclic alkanes could be further oxidized to the corresponding lactones with the catalytic system. Remarkably, 25% of isochroman was converted to corresponding ketone with a selectivity of 96%. The reaction was initiated by hydrogen atom abstraction from NHPI by cerium and nitrates under oxygen atmosphere to form PINO radicals. 2,2,6,6-Tetramethylpiperidine-1-oxyl (TEMPO) addition experiments showed that the oxidation proceeded via a complex radical chain mechanism and an ion pathway. Graphic Abstract: [Figure not available: see fulltext.]
Kinetics Modeling of a Convergent Cascade Catalyzed by Monooxygenase-Alcohol Dehydrogenase Coupled Enzymes
Bornscheuer, Uwe T.,Engel, Jennifer,Kara, Selin
supporting information, p. 411 - 420 (2020/12/22)
A convergent cascade reaction coupling a cyclohexanone monooxygenase variant and an alcohol dehydrogenase to make ?-caprolactone from cyclohexanone and 1,6-hexanediol was characterized via progress curve analysis with two kinetic models developed iteratively. A chemical side reaction occurring with the utilized Tris buffer and consequent byproduct formations were considered in Model 2, which reduced the root-mean-square error (RMSE) values by half, compared to Model 1 (RMSE values of 13%-40%). The optimized model, Model 2, led us to simulate the cascade reaction including 22 kinetic parameters with a maximum RMSE value in the range of 10%-21%.
Lipase catalysed oxidations in a sugar-derived natural deep eutectic solvent
Vagnoni, Martina,Samorì, Chiara,Pirini, Daniele,Vasquez De Paz, Maria Katrina,Gidey, Dawit Gebremichael,Galletti, Paola
, (2021/05/06)
Chemoenzymatic oxidations involving the CAL-B/H2O2 system was developed in a sugar derived Natural Deep Eutectic Solvent (NaDES) composed by a mixture of glucose, fructose and sucrose. Good to excellent conversions of substrates like cyclooctene, limonene, oleic acid and stilbene to their corresponding epoxides, cyclohexanone to its corresponding lactone and 2-phenylacetophenone to its corresponding ester, demonstrate the viability of the sugar NaDES as a reaction medium for epoxidation and Baeyer-Villiger oxidation.