Synthesis of Fused Dihydroazepine Derivatives of Fullerenes by a Rh‐Catalyzed Cascade Process
Albert Artigas, Cristina Castanyer, Nil Roig, Agustí Lledó, Miquel Solà, Anna Pla‐Quintana, Anna Roglans
Abstract
Abstract A synthetic methodology is reported that functionalizes C 60 and C 70 fullerenes with dihydroazepine rings by a cascade reaction encompassing a rhodium‐catalyzed cycloisomerization of 1,5‐bisallenes and a [4+2] cycloaddition. This transition metal‐catalyzed cascade reaction provides a versatile and step‐economical approach to the synthesis of 6,7‐membered polyheterocyclic fullerene adducts. Electrochemical characterization of the products obtained ventures their application in organic and perovskite photovoltaic devices. magnified image
Topics & Concepts
ChemistryRhodiumCycloadditionCatalysisCascadeCycloisomerizationFullereneCombinatorial chemistryAdductTransition metalElectrochemistryCascade reactionNanotechnologyOrganic chemistryPhysical chemistryChromatographyMaterials scienceElectrodeFullerene Chemistry and ApplicationsSynthesis and Properties of Aromatic CompoundsCarbon Nanotubes in Composites