We found a match
Your institution may have access to this item. Find your institution then sign in to continue.
- Title
Synthesis, Fluorescence, and Two-Photon Absorption Properties of Push-Pull 5-Arylthieno[3,2- b]thiophene Derivatives.
- Authors
Manuela, M.; Raposo, M.; Herbivo, Cyril; Hugues, Vincent; Clermont, Guillaume; Castro, M. Cidália R.; Comel, Alain; Blanchard‐Desce, Mireille
- Abstract
Three series of novel push-pull 5-arylthieno[3,2- b]thiophene derivatives functionalized with potent electron-withdrawing terminal moieties have been synthesized in moderate to excellent yields by Suzuki coupling followed by Knoevenagel condensation. These novel chromophores show intense absorption in the near-UV region through to the orange visible region, related to a strong intramolecular charge-transfer transition. By combining a strong donor and acceptor, large fluorescence quantum yields were achieved as well as large two-photon absorption responses. Interestingly, due to the improved rigidity and electronic delocalization provided by the thienothiophene moiety (as compared with the bithiophene unit), higher one- and two-photon brightness values have been achieved. As a result, several new fluorescent dyes showing enhanced brightness and tunable fluorescence (ranging from the blue to the NIR region) have been obtained that have potential for bioimaging applications.
- Subjects
TWO-photon absorbing materials; THIOPHENE derivatives; MOIETIES (Chemistry); SUZUKI reaction; CHROMOPHORES; FLUORESCENCE yield
- Publication
European Journal of Organic Chemistry, 2016, Vol 2016, Issue 31, p5263
- ISSN
1434-193X
- Publication type
Article
- DOI
10.1002/ejoc.201600806