207455-33-2Relevant articles and documents
Quercetinase model studies. The oxygenation of flavonol catalyzed by a cationic 2,2'-bipyridine copper(II) flavonolate complex
Lippai, Istvan,Speier, Gabor
, p. 139 - 148 (2008/10/09)
The catalyst [Cu11(bpy)(fla)]ClO4, 1, was prepared from Cu(CH3CN)4ClO4, 2,2'-bipyridine (bpy), flavonol (flaH), and dioxygen in acetonitrile at ambient conditions. The flavonolato copper complex 1 reacts with molecular oxygen slowly at room temperature but reasonably fast at around 100°C in acetonitrile or DMF to the O-benzoylsalicylato copper complex [Cu11(bpy)(O-bs)]ClO4 in good yield. Kinetics of the oxygenation of 1 shows that there are two kinetically not interpretable segments of the reaction, however 1 is a good catalyst for the oxygenation of flavonol to O-benzoylsalicylic acid (O-bsH) at around 100°C. Kinetic studies of the catalytic reaction resulted in the rate expression -d[flaH]/dt = k(obs)[flaH][catalyst]2[O2]2. The reaction constant at 100°C was found to be k(obs) = 7.20 ± 0.13 X 1010 mo1-4 dm12 s-1, with activation parameters Δ H(+) = 80.83 ± 3.14 kJ mol-1, ΔS(+) = 179.61 ± 8.82 J mol-1 K-1.