Silica-Supported Silver Nitrate as a Highly Active Dearomatizing Spirocyclization Catalyst: Synergistic Alkyne Activation by Silver Nanoparticles and Silica

Aimee K. Clarke, Michael J. James, Peter O'brien, Richard J. K. Taylor, William P. Unsworth

Research output: Contribution to journalArticlepeer-review

Abstract

Silica-supported AgNO3 (AgNO3–SiO2) catalyzes the dearomatizing spirocyclization of alkyne-tethered aromatics far more effectively than the analogous unsupported reagent; in many cases, reactions which fail using unsupported AgNO3 proceed effectively with AgNO3–SiO2. Mechanistic studies indicate that this is a consequence of silver nanoparticle formation on the silica surface combined with a synergistic effect caused by the silica support itself. The remarkable ease with which the reagent can be prepared and used is likely to be of much synthetic importance, in particular, by making nanoparticle catalysis more accessible to non-specialists.
Original languageEnglish
Pages (from-to)13798-13802
Number of pages5
JournalAngewandte Chemie International Edition
Volume55
Issue number44
DOIs
Publication statusPublished - 30 Sept 2016

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