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Crystal structures and fluorescence spectroscopic properties were investigated for a series of all‐(E) α,ω‐di(4‐pyridyl)polyenes (1–5) with different number of double bonds (n). Molecules 1 and 2 (n=1, 2) in crystals are arranged to form partially π‐overlapped structures, whereas those of 3–5 (n=3–5) are stacked in a herringbone fashion. All these molecules, the shorter polyenes in particular, are almost nonfluorescent in solution. In the solid state, 1 and 2 are highly emissive as pure organic solids [fluorescence quantum yields (φf)=0.3–0.5], while 3 and 4 are only weakly fluorescent (φf<0.05). The strongly n‐dependent fluorescence properties can be attributed to the largely different molecular arrangements in the crystals. Although 5 is nonfluorescent in the solid state, we observe a very clear structure‐property relationship in 1–4. Compounds 1 and 2 become much more emissive in the solid state than in solution as a result of the aggregation‐induced emission (AIE) effect.
ChemPlusChem – Wiley
Published: Sep 1, 2020
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