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Updated: Sep 22, 2025

A Protocol for Safe Lithiation Reactions Using Organolithium Reagents
Published on: November 12, 2016
Triazolium Salts as Lewis Acid Catalysts
Deepak Ranolia1, Idan Avigdori1, Kuldeep Singh1
1Schulich Faculty of Chemistry, Technion - Israel Institute of Technology, Technion City, Haifa 32000, Israel.
Abstract:
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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