TY - JOUR
T1 - A Diradical Approach towards BODIPY-Based Dyes with Intense Near-Infrared Absorption around λ=1100 nm
AU - Ni, Yong
AU - Lee, Sangsu
AU - Son, Minjung
AU - Aratani, Naoki
AU - Ishida, Masatoshi
AU - Samanta, Animesh
AU - Yamada, Hiroko
AU - Chang, Young Tae
AU - Furuta, Hiroyuki
AU - Kim, Dongho
AU - Wu, Jishan
N1 - Funding Information:
This work was supported by the MOE Tier 3 programme (MOE2014-T3-1-004) and an A*STAR JCO grant (1431AFG100). The work at Yonsei University was supported by the Mid-Career Researcher Program (NRF-2005-0093839) and the Global Research Laboratory (2013K1A1A2A02050183) through the National Research Foundation of Korea (NRF) funded by the Ministry of Science, ICT (Information and Communication Technologies), and Future Planning.
Publisher Copyright:
© 2016 Wiley-VCH Verlag GmbH & Co. KGaA.
PY - 2016/2/18
Y1 - 2016/2/18
N2 - 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 (ε=6.65×105 M-1 cm-1) and 1136 nm (ε=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.
AB - 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 (ε=6.65×105 M-1 cm-1) and 1136 nm (ε=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.
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U2 - 10.1002/anie.201511151
DO - 10.1002/anie.201511151
M3 - Article
AN - SCOPUS:84961335844
SN - 1433-7851
VL - 55
SP - 2815
EP - 2819
JO - Angewandte Chemie - International Edition
JF - Angewandte Chemie - International Edition
IS - 8
ER -