A bottom up approach towards artificial oxygenases by combining iron coordination complexes and peptides
dc.contributor.author
dc.date.accessioned
2017-10-25T08:55:30Z
dc.date.available
2017-10-25T08:55:30Z
dc.date.issued
2017-01-01
dc.identifier.issn
2041-6520
dc.identifier.uri
dc.description.abstract
Supramolecular systems resulting from the combination of peptides and a chiral iron coordination complex catalyze asymmetric epoxidation with aqueous hydrogen peroxide, providing good to excellent yields and high enantioselectivities in short reaction times. The peptide is shown to play a dual role; the terminal carboxylic acid assists the iron center in the efficient H 2 O 2 activation step, while its β-turn structure is crucial to induce high enantioselectivity in the oxygen delivering step. The high level of stereoselection (84-92% ee) obtained by these supramolecular catalysts in the epoxidation of 1,1′-alkyl ortho-substituted styrenes, a notoriously challenging class of substrates for asymmetric catalysis, is not attainable with any other epoxidation methodology described so far. The current work, combining an iron center ligated to N and O based ligands, and a peptide scaffold that shapes the second coordination sphere, may be seen as a bott om up approach towards the design of artificial oxygenases
dc.description.sponsorship
MC acknowledge nancial support from MINECO of Spain and Fondo Europeo de Desarrollo Regional (CTQ2015-70795-P/ BQU), and the Catalan Department for Innovation, Universities and Enterprise (DIUE) of the Generalitat de Catalunya (2009SGR637).
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application/pdf
dc.language.iso
eng
dc.publisher
Royal Society of Chemistry (RSC)
dc.relation
info:eu-repo/grantAgreement/MINECO//CTQ2015-70795-P/ES/GENERACION Y CARACTERIZACION DE ESPECIES DE HIERRO Y MANGANESO EN ALTOS ESTADOS DE OXIDACION, Y SU USO EN CATALISIS ASIMETRICA/
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Reproducció digital del document publicat a: https://doi.org/10.1039/C7SC00099E
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Chemical Science, 2017, vol. 8, p. 3660-3667
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Articles publicats (D-Q)
dc.rights
Attribution-NonCommercial 3.0 Spain
dc.rights.uri
dc.title
A bottom up approach towards artificial oxygenases by combining iron coordination complexes and peptides
dc.type
info:eu-repo/semantics/article
dc.rights.accessRights
info:eu-repo/semantics/openAccess
dc.embargo.terms
Cap
dc.type.version
info:eu-repo/semantics/publishedVersion
dc.identifier.doi
dc.identifier.idgrec
026678
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dc.relation.ProjectAcronym
dc.identifier.eissn
2041-6539