A Diradical Approach towards BODIPY‐Based Dyes with Intense Near‐Infrared Absorption around λ=1100 nm. (25th January 2016)

• Record Type: Journal Article
• Authors: Ni, Yong; Lee, Sangsu; Son, Minjung; Aratani, Naoki; Ishida, Masatoshi; Samanta, Animesh; Yamada, Hiroko; Chang, Young‐Tae; Furuta, Hiroyuki; Kim, Dongho; Wu, Jishan
• Is Part Of: Angewandte Chemie. Volume 128:Number 8(2016)
• Page Start: 2865
• Page End: 2869
• Publication Date: 2016-01-25
• Subjects: BODIPY -- Farbstoffe/Pigmente -- Fluoreszenz -- Radikale -- Reaktive Sauerstoffspezies; Chemistry -- Periodicals; 540
• DOI: 10.1002/ange.201511151
• Languages: English
• ISSNs: 0044-8249

Abstract

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 dimersBD‐1 andBD‐2 were synthesized and were found to have a small amount of diradical character. These molecules exhibited very intense absorption at λ =1088 nm ( ɛ =6.65×10 5 M −1 cm −1 ) and 1136 nm ( ɛ =6.44×10 5 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.