title: Resorcin[4]arene-derived mono-, bis- and tetra-imidazolium salts as ligand precursors for Suzuki-Miyaura cross-coupling.
abstract: Eleven resorcinarene cavitands bearing either one, two or four (3-R-1-imidazolylium)-methyl substituents (R = (n)Bu, Ph, Mes, (i)Pr(2)C(6)H(3)) anchored at resorcinolic "ortho" positions have been synthesised from the appropriate bromomethylated precursor. Combining the imidazolium salts with palladium acetate and Cs(2)CO(3) 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.
authors.affiliation: Laboratoire de Chimie Inorganique Moléculaire et Catalyse, Institut de Chimie UMR 7177 CNRS, Université de Strasbourg, 67008, Strasbourg cedex, France.
authors.forename: Hani
authors.initials: H
authors.lastname: El Moll
authors.forename: David
authors.initials: D
authors.lastname: Sémeril
authors.forename: Dominique
authors.initials: D
authors.lastname: Matt
authors.forename: Loïc
authors.initials: L
authors.lastname: Toupet
authors.forename: Jean-Jacques
authors.initials: JJ
authors.lastname: Harrowfield
mesh_terms: D047250:Calixarenes / Q000138:chemical synthesis / Q000737:chemistry*; D002384:Catalysis; D006841:Hydrocarbons, Aromatic / Q000138:chemical synthesis* / Q000737:chemistry; D007093:Imidazoles / Q000138:chemical synthesis / Q000737:chemistry*; D008024:Ligands; D008958:Models, Molecular; D008968:Molecular Conformation; D010649:Phenylalanine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry; D012492:Salts / Q000138:chemical synthesis / Q000737:chemistry
chemical_list: D006841:Hydrocarbons, Aromatic; D007093:Imidazoles; D008024:Ligands; D012492:Salts; C466160:resorcinarene; D047250:Calixarenes; D010649:Phenylalanine