title: Macrocyclic Tetraimines: Synthesis and Reversible Uptake of Diethyl Phthalate by a Porous Macrocycle.
abstract: The imine bond has attracted much attention for the synthesis of macrocycles used to construct porous materials. In the present article, we report on the synthesis of two series of isomeric macrocyclic tetraimines based on bis-alkynylbenzene diamines. Under heterogeneous solid-liquid conditions the condensation of the diamines with isophthalaldehyde or terephthaldehyde afforded mainly the corresponding [2 + 2] adducts. Among the eight macrocycles studied, only the macrocycle 1 has a porous structure. The article describes not only the synthesis of these macrocycles but also the encountered difficulties during their preparation. Finally, we expand the use of 1a as a porous solid support by studying its reversible and preferential liquid-solid adsorption properties for diethyl phthalate in front of other commercial phthalates.
authors.affiliation: Department of Chemistry, Universitat de les Illes Balears , 07122 Palma, Spain.
authors.forename: Elena
authors.initials: E
authors.lastname: Sanna
authors.affiliation: Institute of Chemical Research of Catalonia (ICIQ), The Barcelona Institute of Science and Technology , Avda. Països Catalans 16, 43007 Tarragona, Spain.|Catalan Institution for Research and Advanced Studies (ICREA) , Passeig Lluis Companys 23, 08010 Barcelona, Spain.
authors.forename: Eduardo C
authors.initials: EC
authors.lastname: Escudero-Adán
authors.affiliation: Department of Chemistry, Universitat de les Illes Balears , 07122 Palma, Spain.
authors.forename: Carlos
authors.initials: C
authors.lastname: López
authors.affiliation: Institute of Chemical Research of Catalonia (ICIQ), The Barcelona Institute of Science and Technology , Avda. Països Catalans 16, 43007 Tarragona, Spain.|Catalan Institution for Research and Advanced Studies (ICREA) , Passeig Lluis Companys 23, 08010 Barcelona, Spain.
authors.forename: Pablo
authors.initials: P
authors.lastname: Ballester
authors.affiliation: Department of Chemistry, Universitat de les Illes Balears , 07122 Palma, Spain.
authors.forename: Carmen
authors.initials: C
authors.lastname: Rotger
authors.affiliation: Department of Chemistry, Universitat de les Illes Balears , 07122 Palma, Spain.
authors.forename: Antonio
authors.initials: A
authors.lastname: Costa