《Table 1 Aerobic oxidation of HMF to DFF in various solvents》

《Table 1 Aerobic oxidation of HMF to DFF in various solvents》   提示:宽带有限、当前游客访问压缩模式
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《"High-Efficiency Preparation of 2,5-Diformylfuran with a Keto-ABNO Catalyst Under Mild Conditions"》


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Reaction conditions:HMF(65 mg,0.5 mmol),NaNO 2(3.5 mg,0.025 mmol),keto-ABNO(2 mg),solvent(4 mL),O 2(10 mL/min),40°C,2 h

We used keto-ABNO and NaNO 2 to catalyze the oxidation of HMF to DFF(Table 1).In this system,keto-ABNO serves as the catalyst and NaNO 2 as the co-catalyst.As the solvent polarity,dielectric constant,steric hindrance,and acid–base properties play decisive roles in reactions[27],we fi rst investigated the infl uence of various solvents on the catalytic reaction.Table 1 shows the results,in which we can see that reaction in acetic acid proved to be the best,with a full conversion of HMF and 81.1%selectivity of DFF through the catalysis of keto-ABNO and NaNO 2 for 2 h at 40°C.When using other solvents,i.e.,acetonitrile,dimethylsulfoxide,dimethylformamide,tetrahydrofuran,and ethyl acetate,we detected almost no DFF product.In studies,acetonitrile has been frequently used when ABNO is the catalyst.However,in our catalytic system,the yield of DFF in acetonitrile was very low.This distinct diff erence might be attributed to the use of a diff erent co-catalyst from that had been used in previous work.In the keto-ABNO and NaNO 2 catalytic system,the NO x sources serve as an intermediate of the electron transfer,which is crucial for the effi cient catalysis of HMF.In the study of Wang et al.[28],NO x was generated by Fe 3+and NO 3-.However,in our catalytic system,NO x sources are generated from NO 2-and H+.In the absence of H+,no NO x would form and thus the yield of DFF would be negligible.