Regioselectivity of the Pauson-Khand Reaction in Single-Walled Carbon Nanotubes
dc.contributor.author
dc.date.accessioned
2018-11-16T11:06:46Z
dc.date.available
2018-11-16T11:06:46Z
dc.date.issued
2018-08-21
dc.identifier.issn
2040-3364
dc.identifier.uri
dc.description.abstract
Chemical functionalization of nanotubes, in which their properties can be combined with those of other classes of materials, is fundamental to improve the physicochemical properties of nanotubes for potential technological applications. In this work, we theoretically and experimentally examine the Pauson-Khand reaction (PKR) on zig-zag, armchair, and chiral single-walled carbon nanotubes (SWCNTs). Our benchmarked density functional theory (DFT) calculations show that an alternative pathway to the widely accepted Magnus reaction pathway has significantly lower energy barriers, thus suggesting the use of this alternative pathway to predict whether a PKR on SWCNTs is favored or hampered. Accessible energy barriers of up to 16 kcal/mol are estimated and our results suggest that semiconducting SWCNTs react faster than metallic ones, although both types can be functionalized. Guided by our theoretical predictions, cyclopentenones are successfully attached to SWCNTs by heating and are, subsequently, characterized in the laboratory
dc.description.sponsorship
A. P. and
F. L. thank the Spanish MINECO for projects CTQ2014-59832-
JIN and CTQ2016-79189-R, respectively. M. S. thanks EU for a
FEDER fund (UNGI08-4E-003), the Generalitat de Catalunya for
project 2017SGR39, the Xarxa de Referència en Química
Teòrica I Computacional, and ICREA Academia 2014 prize,
and MINECO of Spain through project CTQ2017-85341-P. M. V.
thanks CYTEMA-SANTANDER for a postdoctoral grant and
L. M. A. thanks the Spanish MINECO for a FPI grant
dc.format.extent
12 p.
dc.format.mimetype
application/pdf
dc.language.iso
eng
dc.publisher
Royal Society of Chemistry (RSC)
dc.relation
info:eu-repo/grantAgreement/MINECO//CTQ2014-59832-JIN/ES/ESCANEO COMPUTACIONAL DE RELACIONES ESTRUCTURA%2FACTIVIDAD DE CATALIZADORES DE OXIDACION DEL AGUA PARA LA GENERACION DE H2/
info:eu-repo/grantAgreement/AEI/Plan Estatal de Investigación Científica y Técnica y de Innovación 2013-2016/CTQ2017-85341-P/ES/AVANCES EN LA REACTIVIDAD DE FULLERENOS Y NANOTUBOS: ESTUDIOS TEORICO-EXPERIMENTALES DE CICLACIONES CATALIZADAS POR METALES DE TRANSICION/
dc.relation.isformatof
Reproducció digital del document publicat a: https://doi.org/10.1039/C8NR03480J
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Nanoscale, 2018, vol. 10, núm. 31, p. 15078-15089
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Articles publicats (D-Q)
dc.rights
Reconeixement 3.0 Internacional
dc.rights.uri
dc.source
Martínez López, Juan Pablo Vizuete, María Arellano, Luis M. Poater Teixidor, Albert Bickelhaupt, F. Matthias Langa, Fernando Solà i Puig, Miquel 2018 Regioselectivity of the Pauson-Khand Reaction in Single-Walled Carbon Nanotubes Nanoscale 10 31 15078 15089
dc.subject
dc.title
Regioselectivity of the Pauson-Khand Reaction in Single-Walled Carbon Nanotubes
dc.type
info:eu-repo/semantics/article
dc.rights.accessRights
info:eu-repo/semantics/openAccess
dc.type.version
info:eu-repo/semantics/publishedVersion
dc.identifier.doi
dc.identifier.idgrec
028754
dc.contributor.funder
dc.type.peerreviewed
peer-reviewed
dc.relation.FundingProgramme
dc.relation.ProjectAcronym
dc.identifier.eissn
2040-3372