The synergistic action between imidazolium based ionic liquid (IL) [bmim][OcOSO3] and Co(II)/N‐hydroxyphthalimide (NHPI) systems in the catalytic aerobic oxidation of ethylbenzene under solvent‐free conditions have been here demonstrated by reaching a 35 % conversion with 83 % of selectivity in acetophenone at 80 °C. This highly performing catalytic system have been selected after screening several different IL and Co(II) salt combinations, and making sure that the complete solubilization of the polar NHPI in the lipophilic medium, without thus requiring any chemical modification of the organic catalyst, could be attained. This solubilizing effect can be ascribed to a direct interaction between [bmim][OcOSO3] IL and NHPI as revealed by a detailed NMR investigation which also allowed to exclude the formation of higher IL aggregates in the form of micelles or vesicles.
Abstract:A new classification of the subtribe Maxillariinae (Orchidaceae) is proposed. Thirty-seven genera are revised. The Camaridium group is divided into seven genera, Adamanthus, Camaridium, Pseudomaxillaria, Psittacoglossum and three described here: Chaseopsis, Chelyella and Viracocha. Ornithidium s.l. is divided into seven genera: Heterotaxis, Laricorchis, Neo-urbania, Nitidobulbon, Ornithidium, Vazquezella and Aucellia, the latter two described here. 193 new combinations on the species level are validated and the relationships among the genera are briefly discussed. A key to the determination of all genera representing Maxillariinae s. s. is provided.
Continuous flow chemo-enzymatic Baeyer−Villiger oxidation in the presence of exceptionally active Candida antarctica lipase B immobilized via simple physical adsorption on multiwalled carbon nanotubes has been investigated. The nanobiocatalyst was used to generate peracid in situ from ethyl acetate and 30 wt % aq. hydrogen peroxide as the primary oxidant. Application of the highly stable and active nanobiocatalyst in the Baeyer−Villiger oxidation of 2-methylcyclohexanone to 6-methyl-ε-caprolactone after 8 h at 40 °C led to a high product yield (87%) and selectivity (>99%). Environmentally friendly ethyl acetate was applied as both solvent and the peracid precursor. To determine the most favorable reaction conditions, a series of experiments using various parameters was performed. The main contribution of this work is that it describes the first application of the nanobiocatalyst in a chemo-enzymatic Baeyer−Villiger oxidation in a flow system. Since the process was performed in a flow reactor, many improvements were achieved. First of all, substantially shorter reaction times as well as a significant increase in the product yield were obtained as compared to the batch process. Since peracids are unstable, a large increase in the safety of the process was demonstrated under mild conditions in this work. In summary, this work shows a particularly efficient upgrade in the studied processes by transfer from a batch to a flow system.
Stability studies dedicated to high-energy compounds for a series of linear peracids (C6–C12), including sensitivity to mechanical impulse, electrical and thermal sensitivity, were presented in this work for the first time.
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