The synthesis,X‐ray structure analysis,and photophysical characterization of 4‐[(E)‐2‐(4‐cyanophenyl)diazenyl]‐morpholine |
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| Authors: | Taylor Chin Ashley Phipps Frank R Fronczek Ralph Isovitsch |
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| Institution: | 1. Department of Chemistry, Whittier College, 13406 Philadelphia Street, Whittier, CA 90601;2. Department of Chemistry, Louisiana State University, Baton Rouge, LA 70803 |
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| Abstract: | A novel triazene, 4‐(E)‐2‐(4‐cyanophenyl)diazenyl]‐morpholine ( 1 ) was prepared via a diazonium ion coupling reaction between 4‐aminobenzonitrile and morpholine. The x‐ray structure of 1 was determined and evidenced π delocalization in the triazene subunit. The room temperature absorption spectrum of 1 in acetonitrile was dominated by an intense triazene‐centered π→π* transition at 325 nm. Compound 1 was observed to be luminescent, with an emission maximum at 434 nm in room temperature acetonitrile solution. The emission spectrum of 1 in propionitrile glass at 77K exhibited a narrowed emission band with a maximum at 449 nm. Broad emission from 400–700 nm with poorly resolved vibrational structure was observed from solid 1 at room temperature. J. Heterocyclic Chem., 2011. |
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