Abstract
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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