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Solvent‐Enabled Radical Selectivities: Controlled Syntheses of Sulfoxides and Sulfides
Author(s) -
Wang Huamin,
Lu Qingquan,
Qian Chaohang,
Liu Chao,
Liu Wei,
Chen Kai,
Lei Aiwen
Publication year - 2016
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201508729
Subject(s) - chemistry , selectivity , reactivity (psychology) , catalysis , solvent , redox , combinatorial chemistry , organic chemistry , photochemistry , medicine , alternative medicine , pathology
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 β‐oxy sulfoxides and β‐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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