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Structural insight into the aggregation of L-prolyl dipeptides and its effect on organocatalytic performance
dc.contributor.author | Berdugo Gumbau, Cristina | |
dc.contributor.author | Escuder, Beatriu | |
dc.contributor.author | Miravet, Juan | |
dc.date.accessioned | 2016-05-06T13:59:40Z | |
dc.date.available | 2016-05-06T13:59:40Z | |
dc.date.issued | 2015 | |
dc.identifier.citation | Org. Biomol. Chem., 2015, 13, 592 | ca_CA |
dc.identifier.issn | 1477-0539 | |
dc.identifier.issn | 1477-0520 | |
dc.identifier.uri | http://hdl.handle.net/10234/159371 | |
dc.description.abstract | NMR and organocatalytic studies of four dipeptides derived from L-proline are described. Results indicate that important conformational changes around the catalytic L-proline moiety are observed for free dipeptides upon changing the adjacent amino acid. Also, an aggregation process is detected as the concentration increases. The self-association of the dipeptides has been fitted to a cooperative binding model. All the compounds have been assayed as catalysts for the conjugated addition of cyclohexanone to trans- β-nitrostyrene in toluene. In agreement with the structural studies, noticeable changes in the catalytic performance are detected upon changing the catalyst concentration, as the catalyst is activated by self-aggregation. | ca_CA |
dc.description.sponsorShip | Ministry of Science and Innovation of Spain CTQ2012-37735 Universitat Jaume I P1.1B2012-25 P1.1B2013-57 | ca_CA |
dc.format.extent | 9 p. | ca_CA |
dc.language.iso | eng | ca_CA |
dc.publisher | Royal Society of Chemistry | ca_CA |
dc.relation.isPartOf | Org. Biomol. Chem., 2015, 13, 592–600 | ca_CA |
dc.rights | "Reproduced by permission of The Royal Society of Chemistry" This journal is © The Royal Society of Chemistry 2015 | ca_CA |
dc.rights.uri | http://rightsstatements.org/vocab/InC/1.0/ | * |
dc.subject | 1,4-addition reactions | ca_CA |
dc.subject | methanolytic desymmetrization | ca_CA |
dc.subject | bifunctional organocatalyst | ca_CA |
dc.subject | asymmetric catalysis | ca_CA |
dc.subject | conjugate addition | ca_CA |
dc.subject | cyclic anhydrides | ca_CA |
dc.subject | enamine catalysis | ca_CA |
dc.subject | beta-nitrostyrene | ca_CA |
dc.subject | aldol reactions | ca_CA |
dc.subject | nitro olefins | ca_CA |
dc.title | Structural insight into the aggregation of L-prolyl dipeptides and its effect on organocatalytic performance | ca_CA |
dc.type | info:eu-repo/semantics/article | ca_CA |
dc.identifier.doi | http://dx.doi.org/10.1039/C4OB02003K | |
dc.rights.accessRights | info:eu-repo/semantics/restrictedAccess | ca_CA |
dc.relation.publisherVersion | http://pubs.rsc.org/en/content/articlelanding/2015/ob/c4ob02003k#!divAbstract | ca_CA |
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