A cross-shaped organic framework: a multi-functional template arranging chromophores.

ABSTRACT: This work explores the use of a cross-shaped organic framework that is used as a template for the investigation of multi-functionalized chromophores. We report the design and synthesis of a universal cross-shaped building block bearing two bromines and two iodines on its peripheral positions. The template can be synthesized on a gram scale in a five-step reaction comprising an oxidative homo-coupling macro-cyclization. The formed scaffold was selectively functionalized via Suzuki cross-coupling reactions with methoxynaphthalene, naphthalimide and BODIPY derivatives, yielding a library of cross-shaped and chromophore-decorated model compounds, all of which were fully characterized. The formed racemic bis- and tetra-substituted crosses were resolved via chiral stationary phase

SUBMITTER: Kroonen CCE 

PROVIDER: S-EPMC11664314 | biostudies-literature | 2025 Feb

REPOSITORIES: biostudies-literature