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Título: | Chiral transition-metal complexes as Brønsted-acid catalysts for the asymmetric Friedel-Crafts hydroxyalkylation of indoles |
Autor: | Carmona, Daniel CSIC ORCID; Lamata, M. Pilar CSIC ORCID; Sánchez, Antonio CSIC; Viguri, Fernando CSIC; Rodríguez, Ricardo CSIC ORCID; Oro, Luis A. CSIC ORCID; Liu, Chunhui; Díez-González, Silvia; Maseras, Feliu | Fecha de publicación: | 2014 | Editor: | Royal Society of Chemistry (UK) | Citación: | Dalton Transactions 43(29): 11260-11268 (2014) | Resumen: | The Friedel-Crafts reaction between 3,3,3-trifluoropyruvates and indoles is efficiently catalysed by the iridium complex [(η5-C 5Me5)Ir{(R)-Prophos}(H2O)][SbF 6]2 (1) with up to 84% ee. Experimental data and theoretical calculations support a mechanism involving the Brønsted-acid activation of the pyruvate carbonyl by the protons of the coordinated water molecule in 1. Water is not dissociated during the process and, therefore, the catalytic reaction occurs with no direct interaction between the substrates and the metal. This journal is © the Partner Organisations 2014. | URI: | http://hdl.handle.net/10261/111826 | DOI: | 10.1039/C4DT00556B | Identificadores: | doi: 10.1039/C4DT00556B issn: 1477-9226 e-issn: 1477-9234 |
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