From Building Blocks to Catalysts: The Underinvestigated Potential of Boronic Acid Esters.
Ava BousselatJacques RoudenJérôme BlanchetPublished in: The Journal of organic chemistry (2024)
Lewis acids are crucial in chemistry, with applications in pharmaceuticals, agrochemicals, and materials science. In main-group chemistry, they offer alternatives to transition metals, prompting our study of halogenated boronic acid esters (BAEs). Although BAEs are well-known, their catalytic potential has been overlooked. Our investigation found their Lewis acidity superior to that of boron trifluoride and comparable to that of tris(pentafluorophenyl)borane. Additionally, their catalysis of the Sakurai allylation of aldehydes has been documented, paving the way for future advancements.