Catalytic alcoholysis of epoxides using metal-free cucurbituril-based solids

resumo

Metal-free cucurbit[7]uril (CB7) solid-state assemblies promote acid-catalysed alcoholysis of aliphatic and aromatic epoxides under mild conditions to give beta-alkoxy alcohols, which are important intermediates for the synthesis of a vast range of compounds such as bioactive pharmaceuticals. The catalytic process is heterogeneous and the catalyst can be reused in consecutive runs without any reactivation treatment. The acid species responsible for the catalytic activity of CB7 may be entrapped hydronium ions.

palavras-chave

BETA-ALKOXY ALCOHOLS; SUPRAMOLECULAR CATALYSIS; EFFICIENT CATALYST; ACID CATALYST; OXIDATION

categoria

Chemistry

autores

Bruno, SM; Gomes, AC; Oliveira, TSM; Antunes, MM; Lopes, AD; Valente, AA; Goncalves, IS; Pillinger, M

nossos autores

agradecimentos

This work was developed in the scope of the project CICECO-Aveiro Institute of Materials, POCI-01-0145-FEDER-007679 [FCT (Fundacao para a Ciencia e a Tecnologia) ref. UID/CTM/50011/2013], financed by national funds through the FCT/MEC and when applicable co-financed by FEDER (Fundo Europeu de Desenvolvimento Regional) under the PT2020 Partnership Agreement. We acknowledge funding by FEDER through COMPETE (Programa Operacional Factores de Competitividade) and by national funds through the FCT within the project FCOMP-01-0124-FEDER-029779 (FCT ref. PTDC/QEQ-SUP/1906/2012, including the research grant with ref. BPD/UI89/4864/2014 to A. C. G.). The FCT and the European Union are acknowledged for post-doctoral grants to S. M. B. (ref. SFRH/BPD/46473/2008) and M. M. A. (ref. SFRH/BPD/89068/2012) co-funded by MCTES and the European Social Fund through the program POPH of QREN. We are grateful to Carla Patinha (Department of Geosciences, University of Aveiro) for the IC measurements.

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