BAr₂‐bridged Azafulvene Dimers with Tunable Energy Levels for Photostable Near‐infrared Dyes

Autor: Tan, Tiancheng, Nakamura, Tomoya, Murdey, Richard, Hu, Shuaifeng, Truong, Minh Anh, Wakamiya, Atsushi
Jazyk: angličtina
Rok vydání: 2023
Předmět:
Zdroj: Chemistry – A European Journal. 29(34)
ISSN: 0947-6539
Popis: Organic dyes with strong absorption in the near-infrared (NIR) region are potentially useful in medical applications, such as tumor imaging and photothermal therapy. In this work, new NIR dyes combining BAr₂-bridged azafulvene dimer acceptors with diarylaminothienyl donors in a donor–acceptor–donor configuration were synthesized. Surprisingly, it was found that in these molecules the BAr₂-bridged azafulvene acceptor adopts a 5-membered, rather than 6-membered ring structure. The influence of the aryl substituents on the HOMO and LUMO energy levels of the dye compounds was assessed from electrochemical and optical measurements. Strong electron-withdrawing fluorinated substituents (Ar=C₆F₅, 3, 5-(CF₃)₂C₆H₃) lowered the HOMO energy while preserving the small HOMO–LUMO energy gap, resulting in promising NIR dye molecules that combine strong absorption bands centered around 900 nm with good photostability.
Databáze: OpenAIRE
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