Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
176930 | Dyes and Pigments | 2012 | 8 Pages |
Three new 3,3-diaryl-3H-naphtho[2,1-b]pyran–boradiazaindacene conjugates have been synthesised. The naphthopyran–boradiazaindacene conjugates exhibit a weaker photochromic response relative to the simple naphthopyrans with the photomerocyanines fading relatively quickly. Photochromic switching of the naphthopyran unit results in a decrease in the fluorescence intensity for only the most persistent photomerocyanine. A crystal structure shows that the units are essentially orthogonally disposed and that the boradiazaindacene core is extensively delocalised.
Graphical abstractThe synthesis, structure and photochromic and fluorescence properties of a series of naphthopyran–BODIPY conjugates are described.Figure optionsDownload full-size imageDownload as PowerPoint slideHighlights► Novel naphthopyran – BODIPY conjugates have been synthesised. ► A crystal structure of a 3H-naphtho[2,1-b]pyran – BODIPY conjugate has been obtained. ► The BODIPY and naphthopyran units are orthogonally disposed. ► The photochromic response of the naphthopyran unit in the BODIPY conjugate is diminished. ► Photochemical opening of the pyran ring results in diminished fluorescence intensity.