We describe a new type of nitrenium-based
Lewis acids: tetraaryl-1,2,3-triazolium
salts. These were fully characterized by NMR and X-ray crystallography.
The Gutmann–Beckett acidity numbers were determined to be up
to 35.6, which is high compared to those of previously studied nitrenium
salts. These salts catalyze the facile hydrosilylation-deoxygenation
of ketones, aldehydes, acetals, alcohols, ethers, and silyl ethers
under mild conditions in excellent yields. To our knowledge, this
represents a first example of triazolium ions used as Lewis acid catalysts.
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