Redox-Switchable Cycloisomerization of Alkynoic Acids with Napthalenediimide-Derived N-Heterocyclic Carbene Complexes
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Other documents of the author: Ruiz Zambrana, César Luís; Gutiérrez-Blanco, Ana; Gonell, Sergio; Poyatos, Macarena; Peris, Eduardo
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Title
Redox-Switchable Cycloisomerization of Alkynoic Acids with Napthalenediimide-Derived N-Heterocyclic Carbene ComplexesAuthor (s)
Date
2021-09-01Publisher
WileyISSN
0044-8249; 1521-3757Bibliographic citation
C. Ruiz-Zambrana, A. Gutiérrez-Blanco, S. Gonell, M. Poyatos, E. Peris, Angew. Chem. Int. Ed. 2021, 60, 20003. https://doi.org/10.1002/anie.202107973Type
info:eu-repo/semantics/articlePublisher version
https://onlinelibrary.wiley.com/doi/full/10.1002/anie.202107973Version
info:eu-repo/semantics/publishedVersionSubject
Abstract
Two naphthalene-diimide (NDI) bis-imidazolium salts have been used as N-heterocyclic carbene (NHC) precursors for the preparation of NDI-functionalized complexes of rhodium and iridium of general formula [MCl(NDI-NH ... [+]
Two naphthalene-diimide (NDI) bis-imidazolium salts have been used as N-heterocyclic carbene (NHC) precursors for the preparation of NDI-functionalized complexes of rhodium and iridium of general formula [MCl(NDI-NHC)(COD)] (M=Rh, Ir; NDI-NHC=NDI-functionalized NHC ligand). Comparison of the IR spectra of the complexes [IrCl(NDI-NHC)(CO)2] and their related one- and two-electron reduced forms, reveal that each one-electron reduction produces a decrease of the average ν(CO) of 9–10 cm−1, indicating a significant enhancement of the electron-richness of the metal. The [MCl(NDI-NHC)(COD)] complexes were tested in the catalytic cycloisomerization of alkynoic acids. The one-electron reduced forms showed greatly enhanced activities. For the cyclization of 5-hexynoic acid, the two-electron reduction of the ligand produced further enhancement of the catalytic activity, therefore showing that the catalyst can switch between three redox species with three distinct catalytic activities. [-]
Is part of
Angewandte Chemie International Edition, 2021, vol. 60, no 36Funder Name
Ministerio de Ciencia, Innovación y Universidades | Generalitat Valenciana | Universitat Jaume I | Ministerio de Ciencia e Innovación
Project code
PGC2018-093382-B-I00 | AICO/2019/149 | UJI-B2017-07 | UJI-B2018-46 | IJC2019-039982-I
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info:eu-repo/semantics/openAccess
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