Photophysical Properties of a Substituted Trinaphthylene Synthesized via Palladium-Catalyzed [2 + 2 + 2] Aryne Cyclotrimerization
Abstract Polycyclic aromatic hydrocarbons are fundamental building blocks for organic materials due to their extended π-conjugation and tunable optoelectronic behavior. Among them, trinaphthylenes exhibit remarkable electronic delocalization and structural rigidity, making them attractive candidates for applications in molecular electronics and photonics. In this work, we present an approach to access a novel trinaphthylene derivative through palladium-catalyzed cyclotrimerization of in situ-generated arynes. This transformation leverages a dimethoxynaphthalene precursor, expanding the synthetic utility of these intermediates toward complex aromatic architectures. Comprehensive photophysical studies revealed the luminescent nature of the obtained framework, underscoring its potential as a new platform for the development of organic semiconductors and related optoelectronic materials.
Authors
- John F. Bower (ORCID: https://orcid.org/0000-0002-7551-8221)
- Eufrânio N. da Silva Júnior
- Luana A. Machado
- Guilherme A. M. Jardim
- Adriano F. Camargo
- Craig Robertson
Institutions
- Universidade Federal de Minas Gerais (BR)
- Centre National de la Recherche Scientifique (FR)
- University of Liverpool (GB)
- Centre National pour la Recherche Scientifique et Technique (CNRST) (MA)
- Centrale Méditerranée (FR)
Publication Details
- Journal
- Synlett
- Published
- 2026-02-26
- DOI
- https://doi.org/10.1055/a-2823-7986
- Primary Topic
- Cyclization and Aryne Chemistry
- Type
- article
- Field-Weighted Citation Impact
- 0.00