Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 55, Issue 3, Pages 1094-1097Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201508729
Keywords
dioxygen activation; metal-free; oxygenation; radical coupling; switchable selectivity
Categories
Funding
- 973 Program [2012CB725302]
- National Natural Science Foundation of China [21390400, 21520102003, 21272180, 21302148]
- Hubei Province Natural Science Foundation of China [2013CFA081]
- Research Fund for the Doctoral Program of Higher Education of China [20120141130002]
- Ministry of Science and Technology of China [2012YQ120060]
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Controlling selectivity is of central importance to radical chemistry. However, the highly reactive and unstable radical intermediates make this task especially challenging. Herein, a strategy for taming radical redox reactions has been developed, in which solvent-bonding can alter the reactivity of the generated radical intermediates and thereby drastically alter the reaction selectivity at room temperature. Various -oxy sulfoxides and -hydroxy sulfides can be facilely obtained, some of which are difficult to synthesize by existing methods. Notably, neither a metal catalyst nor any further additives are necessary in these processes.
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