Ambient catalyst-free oxidation reactions of aromatic amines using water radical cations†

Abstract

Water radical cations play a pivotal role in various scientific and industrial fields due to their unique reactivity and capacity to drive complex chemical transformations. Here we explored the formation of quaternary ammonium cations through the direct oxidation reaction of aromatic amines, facilitated by water radical cations within water microdroplets. This process was monitored via in situ mass spectrometry and occurs under ambient conditions, negating the need for traditional chemical catalysts or oxidants and achieving an impressive yield of approximately 80%. Additionally, we employed a multi-channel spray system and enhanced both the reactant concentration and flow rate, thereby enabling gram-scale synthesis. These findings not only demonstrate the effectiveness and eco-friendliness of microdroplet chemistry but also provide a new understanding of heterogeneous ˙OH generation channels, thereby boosting the synthetic efficiency and sustainability of chemical processes.