Tuning the Activity-Stability Balance of Photocatalytic Organic Materials for Oxidative Coupling Reactions
EntityUAM. Departamento de Química Inorgánica
PublisherAmerican Chemical Society
10.1021/acsami.2c01646ACS Applied Materials & Interfaces 14 (2022): 16258–16268
ISSN1944-8244 (print); 1944-8252 (electronic)
Funded byFinancial support was provided by the European Research Council (ERC-CoG, Contract No. 647550, ERC-PoC, Contract No. 861930), the Spanish Government (RTI2018- 095038−B-I00, PID2019-110637RB-I00), “Comunidad de Madrid”, and European Structural Funds (S2018/NMT4367) and proyectos sinérgicos I+D (Y2020/NMT-6469). A.L.-M. thanks Universidad Autónoma de Madrid for a predoctoral FPI-UAM fellowship
ProjectGobierno de España. RTI2018- 095038−B-I00
Subjectsamines; imines; organic materials; oxidative coupling; photocatalysis; Química
Rights© 2022 The Authors
Esta obra está bajo una Licencia Creative Commons Atribución 4.0 Internacional.
Three materials containing a photoactive unit, 10-phenyl phenothiazine (PTH), have been studied for the visible light-mediated oxidative coupling of amines. In particular, the materials considered are assembled through the condensation of extended polyimine, polyhydrazone, or polytriazine frameworks. These three materials present different stabilities in the presence of strong nucleophiles such as amines, which is a key factor for efficient catalytic performance. In the series of materials reported herein, the triazine-based material shows the optimal compromise between activity and stability when studied for the oxidative coupling of amines, achieving imine products. Accordingly, while significant leaching of molecular active fragments is ruled out for triazine-based polymers, other materials of the series show a significant chemical erosion as a result of the reaction with the amine substrates. Consequently, only a triazine-based material allows performing several catalytic cycles (up to seven) with yields higher than 80%. The applicability of this heterogeneous catalyst has been proven with a variety of substrates, confirming its stability and obtaining diverse imine coupling products with excellent yields
Files in this item
Google Scholar:Jiménez Almarza, Alicia - López Magano, Alberto - Mas Ballesté, Rubén - Alemán Lara, José Julián
This item appears in the following Collection(s)
Showing items related by title, author, creator and subject.