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Updated: Sep 28, 2026

Imine Metathesis by Silica-Supported Catalysts Using the Methodology of Surface Organometallic Chemistry
Published on: October 18, 2019
Fluoride-activated silicon catalysis enables C(sp3)-H amination of cyclic benzylic ethers and amines using
Geun Ho Kim1, Huimyoung Byeon1, Dong Wan Kim1
1Department of Energy Science, Sungkyunkwa University Suwon 16419 Republic of Korea jwyang@skku.edu +82-31-299-6505 +82-31-299-4276.
Abstract:
Fluoride-activated silicon catalysis enables radical benzylic C(sp3)-H amination of cyclic benzylic ethers and amines with bench-stable chloramine-T under transition-metal-free conditions. Mechanistic studies support a previously unexplored fluoride-promoted silicon catalytic cycle involving N-silyl sulfonamide intermediates, radical-mediated hydrogen-atom transfer, oxocarbenium ion formation for N,O-aminals, and iminium ion formation for N,N-aminals, providing an efficient platform for direct benzylic C-N bond formation.
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