Journal
CATALYSIS COMMUNICATIONS
Volume 149, Issue -, Pages -Publisher
ELSEVIER
DOI: 10.1016/j.catcom.2020.106218
Keywords
Oxidation; Isopropylbenzene; N-Hydroxyphthalimide; Iron(III) acetylacetonate; 1,10-Phenantroline; Isopropylbenzene hydroperoxide
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Funding
- State Task for the Boreskov Institute of Catalysis [AAAA-A17-117041710083-5]
- Russian Foundation for Basic Research [19-43-540008]
- Novosibirsk Region Government [19-43-540008]
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The highly efficient oxidation of isopropylbenzene was carried out at a low temperature of 60 degrees C using the NHPI/Fe(acac)(3)/Phen system. The improved catalysis was attributed to the enhanced oxidizing ability of Fe(III) in conjunction with Phen, leading to the intense generation of PINO. NMR observations revealed the formation of a hydrogen-bonded NHPI-Phen adduct soluble in acetonitrite and isopropylbenzene, demonstrating the potential for selective synthesis of isopropylbenzene hydroperoxide.
Highly efficient oxidation of isopropylbenzene mediated by the system of NHPI/Fe(acac)(3)/Phen has been carried out at temperature as low as 60 degrees C. Significant improvement of catalysis by NHPI was associated with an enhanced oxidizing ability of Fe(III) tandem with Phen, which caused the intense generation of PINO. Furthermore, NMR observations revealed formation of a hydrogen-bonded NHPI-Phen adduct soluble in acetonitrite and isopropylbenzene. Based on this phenomenon, the system was applicable for the oxidation of solvent-free isopropylbenzene. The promise of the system of NHPI/Fe(acac)(3)/Phen for the selective synthesis of isopropylbenzene hydroperoxide was demonstrated by oxidation at a low content of Fe(acac)(3).
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