DUGiDocsBis-1,3-dipolar Cycloadditions on Endohedral Fullerenes M3N@Ih‑C80 (M = Sc, Lu): Remarkable Endohedral-Cluster Regiochemical Control
dc.contributor.author
dc.date.accessioned
2016-11-16T11:55:45Z
dc.date.available
2016-11-16T11:55:45Z
dc.date.issued
2015-09-16
dc.identifier.issn
0002-7863
dc.identifier.uri
dc.description.abstract
In this work, we briefly report some attempts to
control regioisomeric bisadditions on Sc3N@Ih-C80 and
Lu3N@Ih-C80 using the tether-controlled multifunctionalization
method. We then describe the use of independent
(nontethered) bis-1,3-dipolar cycloaddition reactions and the
characterization of 5 new bisadducts, 3 for Sc3N@C80 and 2
for Lu3N@C80, which have never been reported before.
Unexpectedly and remarkably, 4 of these compounds exhibit
relatively high symmetry and 2 of these bisadducts are the first
examples of intrinsically chiral endohedral compounds, due to
the addition pattern, not to the presence of chiral centers on
the addends. Since an analysis of the statistically possible
number of bisadduct isomers on an Ih-C80 cage has not been reported, we present it here
dc.description.sponsorship
M.R.C, M.I, S.S.L and L.E. thank the NSF for generous support of this work under the Grant (CHE-1408865). The Robert A. Welch Foundation is also gratefully acknowledged for an endowed chair to L.E. (Grant AH-0033). S.S. thanks the NSF for RUI CHE Grant 1151668. M.G.-B thanks the Spanish MECD for a Ph.D. fellowship (AP2010-2517), and Spanish MINECO for project CTQ2014-52525-P. S.O. thanks the Spanish MINECO CTQ2014-59212-P, Juan de la Cierva Grant (JCI-2012-14438), and the European Community for CIG project (PCIG14-GA-2013-630978)
dc.format.mimetype
application/pdf
dc.language.iso
eng
dc.publisher
American Chemical Society (ACS)
dc.relation
info:eu-repo/grantAgreement/MINECO//CTQ2014-52525-P/ES/FUNCIONALES DFT PARA EL CALCULO DE PROPIEDADES OPTICAS NO LINEALES/
info:eu-repo/grantAgreement/MINECO//CTQ2014-59212-P/ES/SPIN STATE AND ENZYMATIC CATALYSIS BASED ON BOTTOM-UP COMPUTATIONAL DESIGN/
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Reproducció digital del document publicat a: http://dx.doi.org/10.1021/jacs.5b07207
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© Journal of the American Chemical Society, 2015, vol. 137, núm. 36, p. 11775-11782
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Articles publicats (D-Q)
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Tots els drets reservats
dc.subject
dc.title
Bis-1,3-dipolar Cycloadditions on Endohedral Fullerenes M3N@Ih‑C80
(M = Sc, Lu): Remarkable Endohedral-Cluster Regiochemical Control
dc.type
info:eu-repo/semantics/article
dc.rights.accessRights
info:eu-repo/semantics/embargoedAccess
dc.embargo.terms
Cap
dc.date.embargoEndDate
info:eu-repo/date/embargoEnd/2026-01-01
dc.relation.projectID
info:eu-repo/grantAgreement/EC/FP7/630978/EU/Computational Exploration of Directed Evolution rules for tuning enzymatic activities/DIREVENZYME
dc.type.version
info:eu-repo/semantics/publishedVersion
dc.identifier.doi
dc.identifier.idgrec
023795
dc.contributor.funder
dc.relation.FundingProgramme
dc.relation.ProjectAcronym
dc.identifier.eissn
1520-5126