The Baeyer-Villiger rearrangement with metal triflates: new developments toward mechanism.

Based on MS analysis, the mechanism of the Baeyer-Villiger oxidation of cyclic ketones with hydrogen peroxide using metal triflates (Ga(OTf) and Er(OTf)) as catalysts was proposed. In the case of cyclohexanone as a substrate, dimeric, trimeric and tetrameric peroxide structures were detected.

Perdecanoic acid as a safe and stable medium-chain peracid for Baeyer-Villiger oxidation of cyclic ketones to lactones.

Stability studies dedicated to high-energy compounds for a series of linear peracids (C-C), including sensitivity to mechanical impulse (shock and friction), as well as electrical (spark) and thermal sensitivity (temperature and heat of decomposition), were presented in this work for the first time. Studies revealed that all peracids were insensitive to shock, while in the case of the other sensitivity tests sharp differences between results for C and C peracids were observed. Taking into account the relatively high initial temperature of decomposition (above 64 °C) perdecanoic acid was selected as a safe alternative to commonly used hazardous short-chain peracids.