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Photomicellar Catalyzed Synthesis of Amides from Isocyanides: Optimization, Scope, and NMR Studies of Photocatalyst/Surfactant Interactions

Rolando Cannalire, Federica Santoro, Camilla Russo, Giulia Graziani, Gian Cesare Tron, Alfonso Carotenuto, Diego Brancaccio, Mariateresa Giustiniano

2021ACS Organic & Inorganic Au21 citationsDOIOpen Access PDF

Abstract

-alkyl aromatic amines and both aliphatic and aromatic isocyanides is herein presented. The mild reaction conditions enabled a wide substrate scope and a good functional groups tolerance, as further shown in the late-stage functionalization of complex bioactive scaffolds. Furthermore, solution 1D and 2D NMR experiments performed, for the first time, in the presence of paramagnetic probes enabled the study of the reaction environment at the atomic level along with the localization of the photocatalyst with respect to the micelles, thus providing experimental data to drive the identification of optimum photocatalyst/surfactant pairing.

Topics & Concepts

PhotocatalysisCatalysisMicelleChemistryPulmonary surfactantSubstrate (aquarium)AlkylCombinatorial chemistryPhotochemistryOrganic chemistryAqueous solutionOceanographyBiochemistryGeologyChemistry and Chemical EngineeringInnovative Microfluidic and Catalytic Techniques InnovationChemical Synthesis and Reactions
Photomicellar Catalyzed Synthesis of Amides from Isocyanides: Optimization, Scope, and NMR Studies of Photocatalyst/Surfactant Interactions | Litcius