DUGiDocsEffect of Incarcerated HF on the Chemical Reactivity of Endohedral HF@C60
dc.contributor.author
dc.date.accessioned
2017-12-19T07:13:44Z
dc.date.available
2021-04-07T08:03:00Z
dc.date.issued
2017-08-21
dc.identifier.issn
1359-7345
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dc.description.abstract
The first chemical modification on the endohedral HF@C60 is reported. In particular, the isomerization from optically pure (2S,5S)-cis-pyrrolidinofullerene 2b to (2S,5R)-trans-pyrrolidinofullerene 2b has been studied and compared with empty C60 (2a) and endo-hedral H2O@C60 (3). Interestingly, the incarcerated HF molecule contributes to increase the isomerization rate through a H-bonding assistance involving weak hydrogen bonding without affecting the final cis-trans ratio or promoting the loss of enantioselective control through the retro-cycloaddition reaction. The comparative study shows a kinetic order for the isomerization process of H2O@C60 ˃ HF@C60 ˃ C60, thus confirming the effect of the incarcerated species on the zwitterionic intermediate stability
dc.description.sponsorship
This work was supported by the European Research Council ERC-320441-Chirallcarbon, Ministerio de Economía y Competitividad (MINECO) of Spain (project CTQ2014-52045-R) and the CAM (FOTOCARBON project S2013/MIT-2841). R.J.W. and S.A. thank the Engineering and Physical Sciences Research
Council (UK) for funding this work (EP/1029451, M001962, M001970) including core capability (EP/K039466). M.I. thanks to Ministerio de Economía y Competitividad (MINECO) of Spain (Juan de la Cierva-Incorporación IJCI-2014-19320). We are also grateful for financial support from the Spanish MINECO (CTQ2014-54306-P, CTQ2014-59212-P, and RyC contract RYC-2014-16846 to S.O.), the Catalan DIUE (2014SGR931, ICREA Academia 2014 Award to M.S. and XRQTC), and the FEDER fund (UNGI10-4E-801). M.G.-B. thanks the Ramón Areces Foundation for a Postdoctoral Fellowship and S.O. the European Commission for CIG project (FP7-PEOPLE-2013-CIG630978), and the European Research Council (ERC) under the European Union’s Horizon 2020 research and innovation program (ERC-2015-StG-679001). Excellent service from computational centers CSUC and BSC-CNS is acknowledged. NM thanks to EC FP7 ITN “MOLESCO” Project No. 606728
dc.format.extent
4 p.
dc.format.mimetype
application/pdf
dc.language.iso
eng
dc.publisher
Royal Society of Chemistry (RSC)
dc.relation
info:eu-repo/grantAgreement/MINECO//CTQ2014-54306-P/ES/ESTUDIOS TEORICO-EXPERIMENTALES DE CICLACIONES CATALIZADAS POR METALES DE TRANSICION. NUEVOS DESARROLLOS EN AROMATICIDAD, FUNCIONALES DE LA DENSIDAD Y QUIMICA SUPRAMOLECULAR/
info:eu-repo/grantAgreement/MINECO//CTQ2014-59212-P/ES/SPIN STATE AND ENZYMATIC CATALYSIS BASED ON BOTTOM-UP COMPUTATIONAL DESIGN/
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Versió postprint del document publicat a: https://doi.org/10.1039/C7CC05987F
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© Chemical Communications, 2017, vol. 53, p. 10993-10996
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Articles publicats (D-Q)
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Tots els drets reservats
dc.source
Vidal, Sara Izquierdo, Marta Alom, Shamim Garcia Borràs, Marc Filippone, Salvatore Osuna Oliveras, Sílvia Solà i Puig, Miquel Whitby, Richard J. Martín, Nazario 2017 Effect of Incarcerated HF on the Chemical Reactivity of Endohedral HF@C60 Chemical Communications 53 10993 10996
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dc.title
Effect of Incarcerated HF on the Chemical Reactivity of Endohedral HF@C60
dc.type
info:eu-repo/semantics/article
dc.rights.accessRights
info:eu-repo/semantics/openAccess
dc.embargo.terms
2018-08-21T00:00:00Z
dc.date.embargoEndDate
info:eu-repo/date/embargoEnd/2018-08-21
dc.relation.projectID
info:eu-repo/grantAgreement/EC/FP7/630978/EU/Computational Exploration of Directed Evolution rules for tuning enzymatic activities/DIREVENZYME
info:eu-repo/grantAgreement/EC/H2020/679001/EU/Network models for the computational design of proficient enzymes/NetMoDEzyme
dc.type.version
info:eu-repo/semantics/acceptedVersion
dc.identifier.doi
dc.identifier.idgrec
027526
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dc.relation.ProjectAcronym
dc.identifier.eissn
1364-548X