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Issue 2, 2012
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Resorcin[4]arene-derived mono-, bis- and tetra-imidazolium salts as ligand precursors for Suzuki–Miyaura cross-coupling

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Abstract

Eleven resorcinarene cavitands bearing either one, two or four (3-R-1-imidazolylium)-methyl substituents (R = nBu, Ph, Mes, iPr2C6H3) anchored at resorcinolic “ortho” positions have been synthesised from the appropriate bromomethylated precursor. Combining the imidazolium salts with palladium acetate and Cs2CO3 gave active Suzuki–Miyaura cross coupling catalysts. The highest activities were observed with the doubly functionalised cavitands, which all have the imidazolylium groups attached to proximal resorcinol units.

Graphical abstract: Resorcin[4]arene-derived mono-, bis- and tetra-imidazolium salts as ligand precursors for Suzuki–Miyaura cross-coupling

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Publication details

The article was received on 16 Aug 2011, accepted on 14 Sep 2011 and first published on 14 Sep 2011


Article type: Paper
DOI: 10.1039/C1OB06404E
Citation: Org. Biomol. Chem., 2012,10, 372-382
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    Resorcin[4]arene-derived mono-, bis- and tetra-imidazolium salts as ligand precursors for Suzuki–Miyaura cross-coupling

    H. El Moll, D. Sémeril, D. Matt, L. Toupet and J. Harrowfield, Org. Biomol. Chem., 2012, 10, 372
    DOI: 10.1039/C1OB06404E

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