Visible Light-Gated Cobalt Catalysis for a Spatially and Temporally Resolved [2+2+2] Cycloaddition

The ability to exert spatial and temporal control over a transition-metal catalyst offers diverse opportunities for the fabrication of functional materials. Using an external stimulus such as visible light to toggle a catalyst between an active and dormant state has proven to be an effective approac...

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Veröffentlicht in:Journal of the American Chemical Society 2016-12, Vol.138 (48), p.15527-15530
Hauptverfasser: Ruhl, Kyle E, Rovis, Tomislav
Format: Artikel
Sprache:eng
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Zusammenfassung:The ability to exert spatial and temporal control over a transition-metal catalyst offers diverse opportunities for the fabrication of functional materials. Using an external stimulus such as visible light to toggle a catalyst between an active and dormant state has proven to be an effective approach for controlled, radical methodologies. Outside of radical bond formation, there is a dearth of evidence that suggests traditional transition metal catalysis can similarly be controlled with visible light energy. Many cobalt complexes that catalyze the [2+2+2] cycloaddition are assisted by UV photolysis, but strict photocontrolled methods are unattainable due to high levels of thermally driven reactivity. Herein, we disclose the first light-controlled, cobalt-catalyzed [2+2+2] cycloaddition via a dual cobalt and photoredox catalyst manifold. We demonstrate the power of this method with a spatially and temporally resolved technique for arene formation using photolithography.
ISSN:0002-7863
1520-5126
DOI:10.1021/jacs.6b08792