{ "dc.contributor.author": "Maroto, Enrique E." , "dc.contributor.author": "Mateos, Jaime" , "dc.contributor.author": "Garcia Borràs, Marc" , "dc.contributor.author": "Osuna Oliveras, Sílvia" , "dc.contributor.author": "Filippone, Salvatore" , "dc.contributor.author": "Herranz, María Ángeles" , "dc.contributor.author": "Murata, Yasujiro" , "dc.contributor.author": "Solà i Puig, Miquel" , "dc.contributor.author": "Martín, Nazario" , "dc.date.accessioned": "2015-05-11T09:45:05Z" , "dc.date.available": "2015-05-11T09:45:05Z" , "dc.date.issued": "2015" , "dc.identifier.issn": "0002-7863" , "dc.identifier.uri": "http://hdl.handle.net/10256/10358" , "dc.description.abstract": "The stereochemical outcome of cis-trans isomerization of optically pure [60], [70], and endohedral H2O@C60 fulleropyrrolidines reveals that the electronic nature of substituents, fullerene size, and surprisingly the incarcerated water molecule plays a crucial role in this rearrangement process. Theoretical DFT calculations are in very good agreement with the experimental fi ndings. On the basis of the experimental results and computational calculations, a plausible reaction mechanism involving the hydrogen-bonding assistance of the inner water molecule in the carbanion stabilization of endofullerene is proposed" , "dc.description.sponsorship": "Financial support by the European Research Council (ERC-320441-Chirallcarbon and FP7-PEOPLE-2013-CIG-630978 to S.O.), the Ministerio de Economia y Competitividad (MINECO) of Spain (projects CTQ2011-24652/BQU and CTQ2011-23156/BQU, JdlC contract to S.O, and AP2010-2517 to M.G.-B.), the CAM (PHOTOCARBON project S2013/MIT-2841), the Generalitat de Catalunya (project number 2014SGR931 and ICREA Academia 2009 to M.S.) is acknowledged. N.M. thanks to the Alexander von Humboldt Foundation" , "dc.format.mimetype": "application/pdf" , "dc.language.iso": "eng" , "dc.publisher": "American Chemical Society (ACS)" , "dc.relation": "info:eu-repo/grantAgreement/MICINN//CTQ2011-23156/ES/AVANCES EN CATALISIS Y AROMATICIDAD/" , "dc.relation": "AGAUR/2014-2016/2014 SGR-931" , "dc.relation.isformatof": "Reproducció digital del document publicat a: http://dx.doi.org/10.1021/ja5108854" , "dc.relation.ispartof": "© Journal of the American Chemical Society, 2015, vol. 137, núm. 3, p. 1190-1197" , "dc.relation.ispartofseries": "Articles publicats (D-Q)" , "dc.rights": "Tots els drets reservats" , "dc.subject": "Ful·lerens" , "dc.subject": "Fullerenes" , "dc.subject": "Isomerització" , "dc.subject": "Isomerization" , "dc.title": "Enantiospecific cis-trans isomerization in chiral fulleropyrrolidines: Hydrogen-bonding assistance in the carbanion stabilization in H2O@C60" , "dc.type": "info:eu-repo/semantics/article" , "dc.rights.accessRights": "info:eu-repo/semantics/embargoedAccess" , "dc.embargo.terms": "Cap" , "dc.relation.projectID": "info:eu-repo/grantAgreement/EC/FP7/630978/EU/Computational Exploration of Directed Evolution rules for tuning enzymatic activities/DIREVENZYME" , "dc.relation.projectID": "info:eu-repo/grantAgreement/EC/FP7/320441/EU/Chiral Allotropes of Carbon/CHIRALLCARBON" , "dc.type.version": "info:eu-repo/semantics/publishedVersion" , "dc.identifier.doi": "http://dx.doi.org/10.1021/ja5108854" , "dc.identifier.idgrec": "023190" , "dc.contributor.funder": "Ministerio de Ciencia e Innovación (Espanya)" , "dc.contributor.funder": "Generalitat de Catalunya. Agència de Gestió d'Ajuts Universitaris i de Recerca" , "dc.relation.FundingProgramme": "FP7" , "dc.relation.FundingProgramme": "FP7" , "dc.relation.ProjectAcronym": "DIREVENZYME" , "dc.relation.ProjectAcronym": "CHIRALLCARBON" , "dc.identifier.eissn": "1520-5126" }