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

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JournalAngewandte Chemie International Edition
DateAccepted/In press - 8 Sep 2016
DateE-pub ahead of print - 30 Sep 2016
DatePublished (current) - 24 Oct 2016
Issue number44
Number of pages5
Pages (from-to)13798-13802
Early online date30/09/16
Original languageEnglish


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.

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© 2016, Wiley-VCH Verlag GmbH & Co. KG. This is an author-produced version of the published paper. Uploaded in accordance with the publisher’s self-archiving policy. Further copying may not be permitted; contact the publisher for details.

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