127882 20231023120953.0 doi 10.1039/d0cy00707b sideral 118674 ART-2020-118674 eng González-Lainez, Miguel (orcid)0000-0001-7341-0033 EffectiveN-methylation of nitroarenes with methanol catalyzed by a functionalized NHC-based iridium catalyst: a green approach toN-methyl amines 2020 Compound [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. Access copy available to the general public Unrestricted info:eu-repo/grantAgreement/ES/DGA-FSE/Building Europe from Aragon info:eu-repo/grantAgreement/ES/DGA-FSE/E42-17R info:eu-repo/grantAgreement/ES/MICINN-FEDER/CTQ2016-75884-P info:eu-repo/grantAgreement/ES/MINECO/BES-2014-069624 info:eu-repo/semantics/openAccess All rights reserved http://www.europeana.eu/rights/rr-f/ 6.119 2020 CHEMISTRY, PHYSICAL 44 / 162 = 0.272 2020 Q2 T1 1.635 2020 Catalysis 2020 Q1 info:eu-repo/semantics/article info:eu-repo/semantics/acceptedVersion Jiménez, M. Victoria Universidad de Zaragoza (orcid)0000-0002-0545-9107 Passarelli, Vicenzo Universidad de Zaragoza (orcid)0000-0002-1735-6439 Pérez-Torrente, Jesús J. Universidad de Zaragoza (orcid)0000-0002-3327-0918 2010 760 Universidad de Zaragoza Dpto. Química Inorgánica Área Química Inorgánica 10, 10 (2020), 3458-3467 CATALYSIS SCIENCE & TECHNOLOGY Catalysis Science and Technology 2044-4753 485006 http://zaguan.unizar.es/record/127882/files/texto_completo.pdf Postprint 2304779 http://zaguan.unizar.es/record/127882/files/texto_completo.jpg?subformat=icon icon Postprint oai:zaguan.unizar.es:127882 articulos driver 2023-10-23-11:03:41 ARTICLE