Double carbonylation of iodoarenes in the presence of reusable palladium catalysts immobilised on supported phosphonium ionic liquid phases

Urbán, Béla and Szabó, Péter and Srankó, Dávid and Sáfrán, György and Kollár, László and Skoda-Földes, Rita (2018) Double carbonylation of iodoarenes in the presence of reusable palladium catalysts immobilised on supported phosphonium ionic liquid phases. MOLECULAR CATALYSIS, 445. pp. 195-205. ISSN 2468-8231

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Abstract

The first heterogeneous carbonylation reaction carried out with palladium catalysts immobilised on phos-phonium ion modified silica supports is reported. The supported ionic liquid phases were characterisedby solid state NMR and FT-IR measurements. The presence of the phosphonium ions on the surface madeit possible to carry out double carbonylation in apolar toluene efficiently that resulted in reduced metalleaching. The introduction of dicationic moieties on the solid support has been proved to lead to a furtherincrease in catalyst stability. The catalysts were proved to produce alfa-ketoamide products with excellentselectivity in the carbonylation of iodoarenes with aliphatic amines while monocarbonylation was theonly reaction observed with aniline derivatives. The catalysts could be recycled and used in at least 10subsequent runs under optimised conditions.

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