Visible Light Switching of a BF2‑Coordinated Azo Compound

Here we report the synthesis and characterization of a BF2–azo complex that can be induced to isomerize without the need of deleterious UV light. The complexation of the azo group with BF2, coupled with the extended conjugation of the NN π-electrons, increases the energy of the n−π* transitions and...

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Veröffentlicht in:Journal of the American Chemical Society 2012-09, Vol.134 (37), p.15221-15224
Hauptverfasser: Yang, Yin, Hughes, Russell P, Aprahamian, Ivan
Format: Artikel
Sprache:eng
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Zusammenfassung:Here we report the synthesis and characterization of a BF2–azo complex that can be induced to isomerize without the need of deleterious UV light. The complexation of the azo group with BF2, coupled with the extended conjugation of the NN π-electrons, increases the energy of the n−π* transitions and introduces new π-nonbonding (πnb) to π* transitions that dominate the visible region. The well separated πnb–π* transitions of the trans and cis isomers enable the efficient switching of the system by using only visible light. The complexation also leads to a slow cis → trans thermal relaxation rate (t 1/2 = 12.5 h). Theoretical calculations indicate that the absorption bands in the visible range can be tuned using different Lewis acids, opening the way to a conceptually new strategy for the manipulation of azo compounds using only visible light.
ISSN:0002-7863
1520-5126
DOI:10.1021/ja306030d