An investigation of palladium-catalyzed Stille-type cross-coupling of nitroarenes in perylenediimide series
Aline Makhloutah, Danylo Hatych, Thomas Chartier, Lou Rocard, Antoine Goujon, François‐Xavier Felpin, Piétrick Hudhomme
Abstract
We report herein an unprecedented palladium-catalyzed cross-coupling reaction between mononitro-perylenediimide (PDI) and various arylstannanes. Optimized conditions developed with this Stille-type reaction allow the grafting of (hetero)aryls of various electronic nature in the bay region of PDIs. Moreover, we capitalized on the high selectivity of this cross-coupling through the desymmetrization of the dinitro-PDI substrate.
Topics & Concepts
Stille reactionPalladiumDesymmetrizationCatalysisCoupling reactionChemistrySubstrate (aquarium)Combinatorial chemistryPolymer chemistryOrganic chemistryEnantioselective synthesisGeologyOceanographyCatalytic Cross-Coupling ReactionsCatalytic C–H Functionalization MethodsSulfur-Based Synthesis Techniques