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The Synthesis,Photophysical Characterization,and X‐Ray Structure Analysis of Two Polymorphs of 4,4′‐Diacetylstilbene
Authors:Cameron Pye  Frank R Fronczek  Ralph Isovitsch
Institution:1. Department of Chemistry, Whittier College, Whittier CA 90608, USA, (phone: +1‐562‐907‐4200 ext. 4499);2. Department of Chemistry, Louisiana State University, Baton Rouge LA 70803, USA
Abstract:A palladium(II) acetate‐catalyzed synthesis of 1 that utilizes the novel triazene 1‐{4‐(E)‐morpholin‐4‐yldiazenyl]phenyl}ethanone as a synthon is described. The room temperature absorption spectra of 1 in various solvents exhibited a ππ* transition in the range of 330–350 nm. Compound 1 was observed to be luminescent, with room‐temperature solution and solid‐state emission spectra that exhibited maxima in the range 400–500 nm. All room‐temperature absorption and emission spectra exhibited some degree of vibrational structure. The emission spectrum of 1 at 77 K in propanenitrile glass was broad and featureless with a maximum at 447 nm. Compound 1 crystallized as a yellow and colorless polymorph. X‐Ray structure analyses of both of these polymorphs and 1‐{4‐(E)‐morpholin‐4‐yldiazenyl]phenyl}ethanone are presented.
Keywords:Stilbene  4  4′  ‐diacetyl‐  Luminescence  X‐Ray crystallography  Triazene
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