title: Non-Catalyzed Click Reactions of ADIBO Derivatives with 5-Methyluridine Azides and Conformational Study of the Resulting Triazoles.
abstract: Copper-free click reactions between a dibenzoazocine derivative and azides derived from 5-methyluridine were investigated. The non-catalyzed reaction yielded both regioisomers in an approximately equivalent ratio. The NMR spectra of each regioisomer revealed conformational isomery. The ratio of isomers was dependent on the type of regioisomer and the type of solvent. The synthesis of various analogs, a detailed NMR study and computational modeling provided evidence that the isomery was dependent on the interaction of the azocine and pyrimidine parts.
authors.affiliation: Institute of Molecular and Translation Medicine, Olomouc, Czech Republic.|Department of Organic Chemistry, Faculty of Science, Palacký University, Olomouc, Czech Republic.
authors.forename: Petra
authors.initials: P
authors.lastname: Smyslova
authors.affiliation: Institute of Molecular and Translation Medicine, Olomouc, Czech Republic.
authors.forename: Igor
authors.initials: I
authors.lastname: Popa
authors.affiliation: University of Hradec Kralove, Faculty of Science, Hradec Kralove, Czech Republic.
authors.forename: Antonín
authors.initials: A
authors.lastname: Lyčka
authors.affiliation: Institute of Biophysics, Second Faculty of Medicine, Charles University, Praha 5, Czech Republic.|Laboratory of Tissue Engineering, Institute of Experimental Medicine, Academy of Sciences of the Czech Republic, Praha 4, Czech Republic.
authors.forename: Gracian
authors.initials: G
authors.lastname: Tejral
authors.affiliation: Institute of Molecular and Translation Medicine, Olomouc, Czech Republic.|Department of Organic Chemistry, Faculty of Science, Palacký University, Olomouc, Czech Republic.
authors.forename: Jan
authors.initials: J
authors.lastname: Hlavac
mesh_terms: D001393:Azoles / Q000737:chemistry*; D057930:Click Chemistry; D003300:Copper / Q000737:chemistry; D008968:Molecular Conformation; D019906:Nuclear Magnetic Resonance, Biomolecular; D014230:Triazoles / Q000737:chemistry*
chemical_list: D001393:Azoles; D014230:Triazoles; D003300:Copper