DNA-supported palladium nanoparticles as a reusable catalyst for the copper- and ligand-free Sonogashira reaction

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Title: DNA-supported palladium nanoparticles as a reusable catalyst for the copper- and ligand-free Sonogashira reaction
Authors: Camacho, Ana Silvia | Martín-García, Iris | Contreras-Celedón, Claudia | Chacón-García, Luis | Alonso, Francisco
Research Group/s: Nuevos Materiales y Catalizadores (MATCAT)
Center, Department or Service: Universidad de Alicante. Departamento de Química Orgánica | Universidad de Alicante. Instituto Universitario de Síntesis Orgánica
Keywords: DNA-supported | Palladium nanoparticles | Catalyst | Copper- and ligand-free | Sonogashira reaction
Knowledge Area: Química Orgánica
Issue Date: 24-Apr-2017
Publisher: Royal Society of Chemistry
Citation: Catalysis Science & Technology. 2017, 7: 2262-2273. doi:10.1039/C7CY00001D
Abstract: DNA nanotechnology has recently emerged as a powerful discipline with diverse applications. However, studies focused on the combination of DNA and metal nanoparticles for catalyst design are scanty. We have prepared a catalyst composed of palladium nanoparticles supported on DNA which has been characterised by TEM, SEM, EDX, UV, FTIR and XPS. The catalyst, mainly composed of Pd(II) and Pd(IV) species in the form of oxides, has been effectual in the copper- and ligand-free Sonogashira–Hagihara coupling of aryl iodides with terminal aromatic and aliphatic alkynes. The products are obtained in 54–86% isolated yields using low catalyst loading (0.5 mol%) under mild conditions (65 °C) in methanol without air exclusion. Moreover, the catalyst can be easily recovered and reused in five cycles and shows better performance than an array of commercial palladium catalysts. The mechanistic aspects of the reaction are also tackled in detail.
Sponsor: This work was generously supported by the Spanish Ministerio de Economía y Competitividad (MINECO; CTQ-2015 6624P), the ISO and the Coordinación de la Investigación Científica of the Universidad Michoacana de San Nicolás de Hidalgo (CIC-UMSNH, México, grant no. 2.19). A. S. C. acknowledges the Consejo Nacional de Ciencia y Tecnología (CONACYT, México) for a mobility grant (no. 290842). I. M.-G. thanks the Vicerrectorado de Investigación y Transferencia del Conocimiento of the Universidad de Alicante for a pre-doctoral grant (no. UAFPU2016-034).
URI: http://hdl.handle.net/10045/66749
ISSN: 2044-4753 (Print) | 2044-4761 (Online)
DOI: 10.1039/C7CY00001D
Language: eng
Type: info:eu-repo/semantics/article
Rights: © The Royal Society of Chemistry 2017
Peer Review: si
Publisher version: http://dx.doi.org/10.1039/C7CY00001D
Appears in Collections:INV - MATCAT - Artículos de Revistas

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