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A Diradical Approach towards BODIPY‐Based Dyes with Intense Near‐Infrared Absorption around λ=1100 nm
Authors:Dr Yong Ni  Sangsu Lee  Minjung Son  Prof?Dr Naoki Aratani  Masatoshi Ishida  Dr Animesh Samanta  Prof?Dr Hiroko Yamada  Prof?Dr Young‐Tae Chang  Prof?Dr Hiroyuki Furuta  Prof?Dr Dongho Kim  Prof?Dr Jishan Wu
Institution:1. Department of Chemistry, National University of Singapore, Singapore, Singapore;2. Laboratory of Bioimaging Probe Development, Singapore Bioimaging Consortium, Singapore, Singapore;3. Spectroscopy Laboratory for Functional π-Electronic Systems and Department of Chemistry, Yonsei University, Seoul, Korea;4. Graduate School of Materials Science, Nara Institute of Science and Technology, Ikoma, Japan;5. Education Center for Global Leaders in Molecular Systems for Devices, Kyushu University, Nishi-ku, Fukuoka, Japan;6. Institute of Materials Research and Engineering, A*STAR, Singapore, Singapore
Abstract:A diradical approach to obtain stable organic dyes with intense absorption around λ=1100 nm is reported. The para‐ and meta‐quinodimethane‐bridged BODIPY dimers BD‐1 and BD‐2 were synthesized and were found to have a small amount of diradical character. These molecules exhibited very intense absorption at λ=1088 nm (?=6.65×105 M ?1 cm?1) and 1136 nm (?=6.44×105 M ?1 cm?1), respectively, together with large two‐photon‐absorption cross‐sections. Structural isomerization induced little variation in their diradical character but distinctive differences in their physical properties. Moreover, the compounds showed a selective fluorescence turn‐on response in the presence of the hydroxyl radical but not with other reactive oxygen species.
Keywords:BODIPY  dyes/pigments  fluorescence  radicals  reactive oxygen species
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