Browsing by Subject "Organocatalysis"
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- PublicationOpen AccessA Light-Driven Interlocked Catalyst(2018-03-06) Martinez-Cuezva, Alberto; Saura-Sanmartin, Adrian; Nicolas-Garcia, Tomas; Navarro, Cristian; Alajarín, Mateo; Berná Cánovas, José; Química OrgánicaThe synthesis of mechanical interlocked molecules has received increased attention over the last decades. The mechanical bond infers particular chemical properties to these systems. Particularly the study of their chemical activity is experiencing an important growth, remarking their use as catalysts. Herein we described the synthesis and application in catalysis of a photoswitchable interlocked shuttle.
PublicationRestrictedFAIR Data for compounds included in the article "Mechanical bonding activation in rotaxane-based organocatalysts".(Universidad de Murcia, 2021-06-01) Pérez Martínez, Jesús de Maria; Puigcerver, Julio; Orlando, Tainara; Pastor Vivero, Aurelia; Martins, Marcos A. P.; Alajarín, Mateo; Martínez Cuezva, Alberto; Berná Cánovas, José; Química Orgánica- PublicationOpen AccessFAIR data for compunds included in the article "Modulating the catalytic activity by the mechanical bond: organocatalysis with polyamide [2]rotaxanes bearing a secondary amino function at the thread"(Universidad de Murcia, 2022-04-06) Perez, Jesus de Maria; Alajarín, Mateo; Martínez Cuezva, Alberto; Berná Cánovas, José; Química Orgánica
- PublicationOpen AccessInterlocking the Catalyst: Thread versus Rotaxane-Mediated Enantiodivergent Michael Addition of Ketones to beta-Nitrostyrene(American Chemical Society, 2019-06-19) Martinez-Cuezva, Alberto; Marin-Luna, Marta; Alonso, Diego A.; Ros-Ñiguez, Diego; Alajarín, Mateo; Berná Cánovas, José; Química OrgánicaFumaramide threads bearing one l-prolinamide fragment have been designed as templates for promoting the efficient formation of novel Leigh’s [2]rotaxanes. Both threads and rotaxanes are shown to catalyze the asymmetric addition of ketones to β-nitrostyrene in an enantio- and diastereoselective manner. Interestingly, the enantioselective course of these processes is reversed simply by changing from thread to rotaxane as catalyst. DFT computations have allowed to rationalize the stereodivergence shown by the interlocked and noninterlocked catalysts.
- PublicationOpen AccessModulating the catalytic activity by the mechanical bond: organocatalysis with polyamide [2]rotaxanes bearing a secondary amino function at the thread(Royal Society of Chemistry, 2022-04-06) Pérez Martínez, Jesús de María; Alajarín, Mateo; Martinez-Cuezva, Alberto; Berná Cánovas, José; Química OrgánicaThe modulation of the catalytic activity of degenerate succinamide-based [2]rotaxanes by changes at their macrocyclic component is disclosed herein. These systems, bearing an acyclic secondary amine function at the thread as the active site and incorporating different polyamide macrocycles, were evaluated as organocatalysts in iminium- and enamine-type processes. The results of kinetic studies clearly show a drastic variation of their catalytic efficiency, which apparently correlated with the electronics and dynamics of the entwined macrocycle.
- PublicationOpen AccessStereoselectivity in Michael Addition Reactions Mediated by Interlocked and Non-Interlocked Organocatalysts(2020-03-03) Puigcerver, Julio; Martinez-Cuezva, Alberto; Alonso, Diego A.; Marin-Luna, Marta; Ros-Ñiguez, Diego; Tomas, Jose L.; Alajarín, Mateo; Berná Cánovas, José; Química OrgánicaMechanically interlockedmolecules have became ideal candidates for their application in numerous fields, highlighting their use as molecularmachines. Recently the employment of rotaxanes as switchable catalysts has experienced a great grown. Herein, we describe the application of a series of polyamide-based non-interlocked and interlocked systems organocatalysts for the enantiodivergent Michael addition of ketones to β-nitrostyrene.