Mañana, JUEVES, 24 DE ABRIL, el sistema se apagará debido a tareas habituales de mantenimiento a partir de las 9 de la mañana. Lamentamos las molestias.
A bifunctional photoaminocatalyst for the alkylation of aldehydes: Design, analysis, and mechanistic studies
Entity
UAM. Departamento de Química Inorgánica; UAM. Departamento de Química OrgánicaPublisher
American Chemical SocietyDate
2018-05-15Citation
10.1021/acscatal.8b01331
ACS Catalysis 8.7(2018): 5928–5940
ISSN
2155-5435DOI
10.1021/acscatal.8b01331Funded by
The Spanish Government (CTQ2015-64561-R) and the European Research Council (ERC-CG, Contract 647550) are acknowledgedProject
Gobierno de España. CTQ2015-64561-R; info:eu-repo/grantAgreement/EC/FP7/647550Editor's Version
http://dx.doi.org/10.1021/acscatal.8b01331Subjects
Bifunctional photocatalyst; Mechanism; Organocatalysis; Pyrrolidines; Photochemistry; QuímicaNote
This document is the Accepted Manuscript version of a Published Work that appeared in final form in ACS Catalysis, copyright ©2018 American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see https://pubs.acs.org/doi/abs/10.1021/acscatal.8b01331Rights
© 2018 American Chemical SocietyAbstract
A bifunctional photoaminocatalyst based on imidazolidinone and thioxanthone is presented. The preparation of these catalysts proceeds in a two-step synthesis that allows an easy tuning of the steric properties. The photophysical and electrochemical data of the imidazolidinone photocatalysts have been determined, indicating that the catalysts can work under visible light conditions. To corroborate the experimental observations, ground state geometry optimization and energy transition studies of thioxanthone and bifunctional catalyst 4c were optimized by time-dependent density functional theory (TD DFT) calculations. The alkylation of aldehydes with this photoaminocatalyst works with high enantioselectivities and yields due to the stereoelectronic properties of the catalyst. A rational mechanistic cycle based on different mechanistic experiments, TD DFT calculations, and laser flash photolysis is presented
Files in this item
Google Scholar:Rigotti, Thomas
-
Casado-Sánchez, Antonio
-
Cabrera Herranz, Silvia
-
Pérez-Ruiz, Raúl
-
Liras, Marta
-
De La Peña O'Shea, Víctor A.
-
Alemán Lara, José Julián
This item appears in the following Collection(s)
Related items
Showing items related by title, author, creator and subject.