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Molecules 2014, 19(6), 8402-8413; doi:10.3390/molecules19068402
Article

Palladium Catalyzed Heck Arylation of 2,3-Dihydrofuran—Effect of the Palladium Precursor

1, 1,*  and 2
1 Faculty of Chemistry, University of Wrocław, 14 F. Joliot-Curie St., 50-383 Wrocław, Poland 2 Department of Chemical Technology, Poznań University of Technology, pl. M. Skłodowskiej-Curie 2, 60-965 Poznań, Poland
* Author to whom correspondence should be addressed.
Received: 26 May 2014 / Revised: 10 June 2014 / Accepted: 12 June 2014 / Published: 19 June 2014
(This article belongs to the Special Issue Palladium Catalysts)
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Abstract

Heck arylation of 2,3-dihydrofuran with iodobenzene was carried out in systems consisting of different palladium precursors (Pd2(dba)3, Pd(acac)2, PdCl2(cod), [PdCl(allyl)]2, PdCl2(PhCN)2, PdCl2(PPh3)2) and ionic liquids (CILs) with L-prolinate or L-lactate anions. All the tested CILs caused remarkable increases of the conversion values and in all of the reactions 2-phenyl-2,3-dihydrofuran (3) was obtained as the main product with a yield of up to 59.2%. The highest conversions of iodobenzene were achieved for the [PdCl(allyl)]2 precursor. Formation of Pd(0) nanoparticles, representing the resting state of the catalyst, was evidenced by TEM.
Keywords: palladium; Heck coupling; ionic liquids; nanoparticles palladium; Heck coupling; ionic liquids; nanoparticles
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).
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Morel, A.; Trzeciak, A.M.; Pernak, J. Palladium Catalyzed Heck Arylation of 2,3-Dihydrofuran—Effect of the Palladium Precursor. Molecules 2014, 19, 8402-8413.

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