000165188 001__ 165188
000165188 005__ 20251219174251.0
000165188 0247_ $$2doi$$a10.1021/om3006799
000165188 0248_ $$2sideral$$a78902
000165188 037__ $$aART-2012-78902
000165188 041__ $$aeng
000165188 100__ $$0(orcid)0000-0002-3284-1053$$aBuil, M. L.$$uUniversidad de Zaragoza
000165188 245__ $$aSelective hydration of nitriles to amides promoted by an Os-NHC catalyst: Formation and X-ray characterization of k2-amidate intermediates
000165188 260__ $$c2012
000165188 5203_ $$aThe complex [Os(η6-p-cymene)(OH)IPr]OTf (1; IPr = 1,3-bis(2,6-diisopropylphenyl)imidazolylidene; OTf = CF3SO3) reacts with benzonitrile and acetonitrile to afford the κ2-amidate derivatives [Os(η6-p-cymene){κ2O,N-NHC(O)R}IPr]OTf (R = Ph (2), CH3 (3)). Their formation has been investigated by DFT calculations (B3PWP1), starting from the model intermediate [Os(η6-benzene)(OH)(CH3CN)IMe]+ (IMe = 1,3-bis(2,6-dimethylphenyl)imidazolylidene). Complex 2 has been characterized by X-ray diffraction analysis. In the presence of water, the κ2-amidate species release the corresponding amides and regenerate 1. In agreement with this, complex 1 has been found to be an efficient catalyst for the selective hydration of a wide range of aromatic and aliphatic nitriles to amides, including substituted benzonitriles, cyanopyridines, acetonitrile, and 2-(4-isobutylphenyl)propionitrile among others. The mechanism of the catalysis is also discussed.
000165188 536__ $$9info:eu-repo/grantAgreement/ES/DGA/E35$$9info:eu-repo/grantAgreement/ES/MICINN/CSD2007-00006$$9info:eu-repo/grantAgreement/ES/MICINN/CTQ2010-14796$$9info:eu-repo/grantAgreement/ES/MINECO/CTQ2011-23459
000165188 540__ $$9info:eu-repo/semantics/closedAccess$$aAll rights reserved$$uhttp://www.europeana.eu/rights/rr-f/
000165188 590__ $$a4.145$$b2012
000165188 591__ $$aCHEMISTRY, ORGANIC$$b11 / 57 = 0.193$$c2012$$dQ1$$eT1
000165188 591__ $$aCHEMISTRY, INORGANIC & NUCLEAR$$b6 / 44 = 0.136$$c2012$$dQ1$$eT1
000165188 655_4 $$ainfo:eu-repo/semantics/article$$vinfo:eu-repo/semantics/publishedVersion
000165188 700__ $$aCadierno, V.
000165188 700__ $$0(orcid)0000-0002-4829-7590$$aEsteruelas, M. A.$$uUniversidad de Zaragoza
000165188 700__ $$aGimeno, J.
000165188 700__ $$aHerrero, J.
000165188 700__ $$0(orcid)0000-0002-6608-1910$$aIzquierdo, S.$$uUniversidad de Zaragoza
000165188 700__ $$0(orcid)0000-0003-2094-719X$$aOñate, E.
000165188 7102_ $$12010$$2760$$aUniversidad de Zaragoza$$bDpto. Química Inorgánica$$cÁrea Química Inorgánica
000165188 773__ $$g31, 19 (2012), 6861-6867$$pOrganometallics$$tOrganometallics$$x0276-7333
000165188 8564_ $$s819505$$uhttps://zaguan.unizar.es/record/165188/files/texto_completo.pdf$$yVersión publicada
000165188 8564_ $$s3021253$$uhttps://zaguan.unizar.es/record/165188/files/texto_completo.jpg?subformat=icon$$xicon$$yVersión publicada
000165188 909CO $$ooai:zaguan.unizar.es:165188$$particulos$$pdriver
000165188 951__ $$a2025-12-19-14:42:41
000165188 980__ $$aARTICLE