Simple dissymmetrical and asymmetrical Tröger’s Bases: Photophysical and structural characterization

TRUPP, LEANDRO; BRUTTOMESSO, ANDREA CLAUDIA; BARJA, BEATRIZ

NEW JOURNAL OF CHEMISTRY

ROYAL SOC CHEMISTRY

Año: 2020

1144-0546

Despite their continuously growing preparation and applications in the last decades, the photophysical properties of Tröger?sbases (TBs) with small substituents have not been analyzed. We synthetized three dissymmetrical TBs with amino, isocyanoand formamido groups and a new asymmetrical TB with one amino and one isocyano group and studied their absorptionand emission properties and solvatochromic effects. An intramolecular charge transfer (ICT) state was found for the isocyanocontaining derivatives, associated to the isocyano acceptor group and the nitrogen donor atom in the central diazocinic core.NMR and IR spectroscopy were also analyzed, demonstrating the communication between both ends of the TBs.