Abstract
Tris(pentafluorophenyl)borane-assisted chiral supramolecular phosphoric acid catalysts were developed for the model Diels–Alder reaction of α-substituted acroleins with cyclopentadiene. Two remotely coordinated tris(pentafluorophenyl)boranes should help to increase the Brønsted acidity of the active center in the supramolecular catalyst and create effective bulkiness for the chiral cavity. The prepared supramolecular catalysts acted as not only conjugated Brønsted acid–Brønsted base catalysts but also bifunctional Lewis acid–Brønsted base catalysts with the addition of a central achiral Lewis acid source such as catecholborane.
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