Abstract
We report a synthesis of 3-bromo-9-N′-(N,N-dimethylformamidino)benzanthrone in good yield by a condensation reaction of 3-bromo-9-aminobenzanthrone with dimethylformamide in the presence of phosphorous oxychloride. The structure of the synthesized amidine was characterized by FTIR-ATR, NMR experiments, and elemental analysis. The title compound was analyzed by UV-Vis and fluorescence spectroscopy in various organic solvents.
Highlights
Publisher’s Note: MDPI stays neutral with regard to jurisdictional claims in published maps and institutional affiliations
The literature describes only a few 3,9-disubstituted derivatives [11]. These heterocyclic derivatives were synthetized by nucleophilic substitution of bromine atoms in 3,9-dibromobenzanthrone and exhibit thermally activated delayed deep-red fluorescence [11]
The dye has relatively large Stokes shifts. These characteristics of the prepared amidine demonstrate its potential as a biomedical probe for proteins, lipids, and cells
Summary
The most common substituted benzanthrone derivatives contain an amino group at various positions in the aromatic system. The possibility of replacing hydrogen atoms in the amino group makes it possible to obtain various N-containing derivatives, which are already or may find practical use in the future. The literature describes only a few 3,9-disubstituted derivatives [11] These heterocyclic derivatives were synthetized by nucleophilic substitution of bromine atoms in 3,9-dibromobenzanthrone and exhibit thermally activated delayed deep-red fluorescence [11]. Another possible method for the preparation of 3,9-disubstituted derivatives could be the use of 3-bromo-9aminobenzantrone. We decided to use 3-bromo-9-aminobenzantrone for synthesis of the first amidino derivative and to study its photophysical properties
Sign-in/Register to view highlights & summary Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a callDisclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.
