Plenary Session, Invited lecture

Fluorescent Dyes by Rational Design and Serendipitous Discoveries

D. B. Werz1,2
1Albert-Ludwigs-Universität Freiburg, Institut für Organische Chemie, Albertstr. 21, 79104 Freiburg, Germany,

The rich chemistry of the BODIPY motif, together with its beneficial photophysical properties, has markedly boosted the popularity of this user-friendly fluorophore over the last few decades.[1] The diversity of easily incorporated fluorescence modulation modes has set the stage for a variety of sensorically active species. 

The talk describes which physical-organic rationalisation led to the development of the (Aza‑)BOIMPY motif showing a significant red-shift with respect to the parent BODIPY.[2] In addition, a simple synthetic route to oligomerized ethano-linked BODIPYs (up to an octamer) is presented which can be further oxidized to huge completely conjugated systems.[3] Photophysical properties are discussed by experimental and theoretical means. It is shown that the suprastructure of the oligomeric dyes plays a significant role for their absorption and emission properties and that the conjugated systems are interesting NIR fluorophores.

[1] a) A. Loudet, K. Burgess, Chem. Rev. 2007, 107, 4891; b) G. Ulrich, R. Ziessel, A. Harriman, Angew. Chem. Int. Ed. 2008, 47, 1184.
[2] a) L. J. Patalag, P. G. Jones, D. B. Werz, Angew. Chem. Int. Ed. 2016, 55, 13340; b) L. J. Patalag, P. G. Jones, D. B. Werz, Chem. Eur. J. 2017, 23, 15903.
[3] a) L. J. Patalag, L. Phong Ho, P. G. Jones, D. B. Werz, J. Am. Chem. Soc. 2017, 139, 15104; b) A. Patra, L. J. Patalag, P. G. Jones, D. B. Werz, Angew. Chem. Int. Ed. 2021, 60, 747.