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- Title
Systematic Investigation of Optical and Chiroptical Properties of Chiral π‐Conjugated Oligomers in Solution and Thin Films.
- Authors
Albano, Gianluigi; Taddeucci, Andrea; Zinna, Francesco; Aronica, Laura Antonella; Pescitelli, Gennaro; Di Bari, Lorenzo
- Abstract
Four families of structurally related chiral π‐conjugated oligomers bearing a hydroquinone (HQ), 1,5‐dihydroxynaphthalene (Naph), benzo[1,2‐b:4,5‐b']dithiophene‐4,8‐diol (BDT) or 9H‐carbazole (CBZ) central core, for a total of 11 new compounds, have been synthesized by simple and versatile synthetic strategies involving Pd‐catalyzed cross‐coupling protocols: a Suzuki‐Miyaura reaction, a Sonogashira/desilylation/Sonogashira sequence or a Sonogashira/desilylation/acyl Sonogashira sequence. A systematic investigation of the optical and chiroptical features of the final chiral dyes was performed in chloroform solution and on spin‐coated thin films. The ECD investigation was crucial in revealing that, even within the same family of organic dyes, minor variations in the nature and length of the π‐conjugated backbone can result in very different solid‐state arrangements at different hierarchical scales.
- Subjects
THIN films; OLIGOMERS; OPTICAL properties; SUZUKI reaction; ORGANIC dyes; COUPLING reactions (Chemistry)
- Publication
European Journal of Organic Chemistry, 2024, Vol 27, Issue 24, p1
- ISSN
1434-193X
- Publication type
Article
- DOI
10.1002/ejoc.202400294