title: The structures of two aldazines: [1,1'-(1E,1'E)-hydrazine-1,2-diylidenebis(methan-1-yl-1-ylidene)dinaphthalen-2-ol] (Lumogen) and 2,2'-(1E,1'E)-hydrazine-1,2-diylidenebis(methan-1-yl-1-ylidene)diphenol (salicylaldazine) in the solid state and in solution.
abstract: A combination of NMR spectroscopy and theoretical methods Density functional theory including dispersion corrections (DFT-D) was used to study the structures of Lumogen and salicylaldazine. In the solid state, Lumogen exists as the dihydroxy tautomer 1a (an azine, C=N-N=C) as was already known from an X-ray determination. In a deuterated dimethyl sulfoxide solution, another tautomer is observed besides 1a; its structure corresponds to the hydroxy-oxo tautomer 1b (a hydrazone, C=N-NH-Csp(2)). In what concerns salicylaldazine, we have observed only the dihydroxy tautomer 2a.
authors.affiliation: Chemistry Department and QOPNA, University of Aveiro, 3810-193 Aveiro, Portugal.
authors.forename: Artur M S
authors.initials: AM
authors.lastname: Silva
authors.forename: Vera L M
authors.initials: VL
authors.lastname: Silva
authors.forename: Rosa M
authors.initials: RM
authors.lastname: Claramunt
authors.forename: Dolores
authors.initials: D
authors.lastname: Santa María
authors.forename: Marta B
authors.initials: MB
authors.lastname: Ferraro
authors.forename: Felipe
authors.initials: F
authors.lastname: Reviriego
authors.forename: Ibon
authors.initials: I
authors.lastname: Alkorta
authors.forename: José
authors.initials: J
authors.lastname: Elguero
mesh_terms: D018360:Crystallography, X-Ray; D006834:Hydrazines / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D015394:Molecular Structure; D009284:Naphthols / Q000737:chemistry*; D011789:Quantum Theory; D012996:Solutions; D013881:Thioridazine / Q000031:analogs & derivatives / Q000737:chemistry*
chemical_list: D006834:Hydrazines; D009284:Naphthols; D012996:Solutions; D013881:Thioridazine
keywords: CPMAS; DFT-D calculations; Lumogen; NMR; salicylaldazine; temperature effects