Perfluoroalkylation reactions of (hetero)arenes

• Published in: RSC advances Vol. 5; no. 77; pp. 62498 - 62518
• Main Authors: Barata-Vallejo, Sebastián, Bonesi, Sergio M, Postigo, Al
• Format: Journal Article
• Language: English
• Published: 01.01.2015
• Subjects: aromatic hydrocarbons; catalytic activity; chemical bonding; homolytic cleavage; moieties; perfluorocarbons; photochemistry; transition elements
• ISSN: 2046-2069; 2046-2069
• DOI: 10.1039/c5ra11337g

Perfluoroalkylation reactions of arenes have not been the subject of intense study as has been the case for the trifluoromethylation reactions of aromatics. However, the new synthetic methods proposed for achieving homolytic aromatic substitution reactions with perfluoroalkyl moieties have begun to claim a relevant role in functionalization reactions, as revealed by the interesting properties of arenes with large perfluoroalkyl chains. Methods for achieving Ar-R f bonding reactions can be classified into thermal and photochemical, which can in turn make use of transition metals or be non-metal catalyzed. Reactions are mainly radical in nature. Radical methods for introducing R f moieties into arenes have resulted as being the most popular and versatile options available to synthetic chemists. Methods for the perfluoroalkylation of (hetero)arenes can be classified as thermal and photochemical, which in turn can be conducted in the presence or absence of metals.