NDLI: A new binuclear oxovanadium(V) complex as a catalyst in combination with pyrazinecarboxylic acid (PCA) for efficient alkane oxygenation by H2O2.

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A new binuclear oxovanadium(V) complex as a catalyst in combination with pyrazinecarboxylic acid (PCA) for efficient alkane oxygenation by H2O2.

Content Provider	Semantic Scholar
Author	Sutradhar, Manas Shvydkiy, Nikita V. Silva, M. Fátima C. Guedes Da Kirillova, Marina V. Kozlov, Yuriy N. Pombeiro, Armando J. L. Shul'pin, Georgiy B.
Copyright Year	2013
Abstract	A new binuclear oxovanadium(V) complex [{VO(OEt)(EtOH)}2L] (1) where H4L is bis(2-hydroxybenzylidene)terephthalohydrazide has been synthesized and fully characterized. The combination of 1 with pyrazine-2-carboxylic acid (PCA; a cocatalyst) affords a catalytic system for the efficient oxidation of saturated hydrocarbons, RH, with hydrogen peroxide and air in acetonitrile solution at 50 °C to produce alkyl hydroperoxides, ROOH, as the main primary products. Very high turnover numbers (TONs) have been attained in this reaction: for example, after 2220 min, TON = 44,000 and initial TOF (turnover frequency) = 3300 h(-1) per molecule of complex 1. The estimated activation energy of the cyclohexane oxygenation in the presence of 1/PCA is E(a) = 16 ± 2 kcal mol(-1). This value is identical to that obtained for the cyclohexane oxidation with H2O2 catalyzed by the (n-Bu4N)[VO3]/PCA combination (17 ± 2 kcal mol(-1)). The dependences of initial oxidation rates W0 on the initial concentrations of all components of the reaction mixture have been determined. Based on these kinetic data and on the regio- and bond-selectivity parameters measured in the oxidation of linear and branched alkanes a mechanism of the oxidation has been proposed which includes the generation of hydroxyl radicals in the crucial stage.
File Format	PDF HTM / HTML
DOI	10.1039/c3dt50584g
PubMed reference number	23632648
Journal	Medline
Volume Number	42
Issue Number	33
Alternate Webpage(s)	http://www.rsc.org/suppdata/dt/c3/c3dt50584g/c3dt50584g.pdf
Alternate Webpage(s)	https://doi.org/10.1039/c3dt50584g
Journal	Dalton transactions
Language	English
Access Restriction	Open
Content Type	Text
Resource Type	Article

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