Synthesis of Oligo(1,8‐pyrenylene)s: A Series of Functional Molecular Liquids

• DOI: 10.1002/cplu.201900133
• Publication Date: 2019-04-27T03:29:08Z
• Authors: Joshua C. Walsh; David T. Hogan; Kerry‐Lynn M. Wil...; Simon D. Brake; Gandikota Venkata...; Tara A. Misener; Brandon J. Wallace; Richard P. Johnson; David W. Thompson; Yuming Zhao; Brian D. Wagner; Graham J. Bodwell
• Keywords: 01 natural sciences; 0104 chemical sciences

Abstract A monomer‐through‐pentamer series of oligo(1,8‐pyrenylene)s was synthesized using a two‐step iterative synthetic strategy. The trimer, tetramer, and pentamer are mixtures atropisomers that interconvert slowly at room temperature (as shown by variable‐temperature NMR analysis). They liquids well below temperature, as indicated POM, DSC SWAXS analysis. These oligomers highly fluorescent both in the liquid state dilute solution (λ F,max = 444–457 nm, φ F 0.80) an investigation their photophysical properties demonstrated delocalization plays larger role excited states than it does related pyrene‐based oligomers.