doi:10.1039/d0cy00707bengGonzález-Lainez, MiguelJiménez, M. VictoriaPassarelli, VicenzoPérez-Torrente, Jesús J.EffectiveN-methylation of nitroarenes with methanol catalyzed by a functionalized NHC-based iridium catalyst: a green approach toN-methyl aminesART-2020-118674Compound [IrBr(CO)2(¿C-tBuImCH2PyCH2OMe)] featuring a flexible pyridine/OMe functionalized NHC ligand ¿1C coordinated efficiently catalyzes the selective N-monomethylation of nitroarenes using methanol as both the reducing agent and the C1 source. A range of functionalized nitroarenes including heterocyclic or sterically hindered derivatives have been efficiently converted to the corresponding N-monomethyl amines in good yields at low catalyst loadings using sub-stoichiometric amounts of Cs2CO3 as a base. Mechanistic investigations support a borrowing-hydrogen mechanism in which methanol acts as the hydrogen source and methylating agent. Further, the hydrogen transfer reduction of nitrobenzene to aniline under optimized reaction conditions should proceed through a direct mechanism involving nitrosobenzene and N-phenylhydroxylamine intermediates.2020http://zaguan.unizar.es/record/12788210.1039/d0cy00707bhttp://zaguan.unizar.es/record/127882oai:zaguan.unizar.es:127882info:eu-repo/grantAgreement/ES/DGA-FSE/Building Europe from Aragoninfo:eu-repo/grantAgreement/ES/DGA-FSE/E42-17Rinfo:eu-repo/grantAgreement/ES/MICINN-FEDER/CTQ2016-75884-Pinfo:eu-repo/grantAgreement/ES/MINECO/BES-2014-069624Catalysis Science and Technology 10, 10 (2020), 3458-3467All rights reservedhttp://www.europeana.eu/rights/rr-f/info:eu-repo/semantics/openAccess