title: Combinatorial Synthesis of Acacen-Type Ligands and Their Coordination Compounds.
abstract: A highly modular synthetic method for the preparation of acacen-type ligands and their coordination compounds was developed. A series of 46 acacen-type ligands were synthesized by a combinatorial acid-catalyzed transamination between six primary diamines and eight enaminones. The bis-enaminone products were used as tetradentate ligands for coordination of copper(II), nickel(II), cobalt(II), and palladium(II). Dependence of the preferred E- or Z-configuration of the enaminone ligand on the α-substituent of the enaminone moiety in solution was determined by NMR and confirmed by X-ray diffraction. The copper(II) complexes were tested for their suitability as catalysts in 3 + 2 cycloaddition of azomethine imine to methyl propiolate.
authors.affiliation: Faculty of Chemistry and Chemical Technology, University of Ljubljana , Večna pot 113, SI-1000 Ljubljana, Slovenia.
authors.forename: Urša
authors.initials: U
authors.lastname: Tomažin
authors.affiliation: Faculty of Chemistry and Chemical Technology, University of Ljubljana , Večna pot 113, SI-1000 Ljubljana, Slovenia.
authors.forename: Uroš
authors.initials: U
authors.lastname: Grošelj
authors.affiliation: Faculty of Chemistry and Chemical Technology, University of Ljubljana , Večna pot 113, SI-1000 Ljubljana, Slovenia.
authors.forename: Marta
authors.initials: M
authors.lastname: Počkaj
authors.affiliation: Faculty of Chemistry and Chemical Technology, University of Ljubljana , Večna pot 113, SI-1000 Ljubljana, Slovenia.
authors.forename: Franc
authors.initials: F
authors.lastname: Požgan
authors.affiliation: Faculty of Chemistry and Chemical Technology, University of Ljubljana , Večna pot 113, SI-1000 Ljubljana, Slovenia.
authors.forename: Bogdan
authors.initials: B
authors.lastname: Štefane
authors.affiliation: Faculty of Chemistry and Chemical Technology, University of Ljubljana , Večna pot 113, SI-1000 Ljubljana, Slovenia.
authors.forename: Jurij
authors.identifier: 0000-0003-3339-3595
authors.initials: J
authors.lastname: Svete
mesh_terms: D002384:Catalysis; D003035:Cobalt / Q000737:chemistry; D020650:Combinatorial Chemistry Techniques / Q000379:methods*; D056831:Coordination Complexes / Q000138:chemical synthesis* / Q000737:chemistry; D003300:Copper / Q000737:chemistry; D018360:Crystallography, X-Ray; D003959:Diamines / Q000138:chemical synthesis / Q000737:chemistry; D008024:Ligands; D009532:Nickel / Q000737:chemistry; D010165:Palladium / Q000737:chemistry; D010422:Pentanones / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D056831:Coordination Complexes; D003959:Diamines; D008024:Ligands; D010422:Pentanones; D003035:Cobalt; C008790:acetylacetone; D010165:Palladium; D003300:Copper; D009532:Nickel
keywords: acacen ligands; combinatorial synthesis; diamines; enaminones; transamination