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Pentagon-embedded N-doped coumarinacenes: tandem synthesis and tunable photophysical attributes for biomolecular
Nitisha1, Sonali Sahu1, Venkatakrishnan Parthasarathy1
1Department of Chemistry, Indian Institute of Technology Madras, Chennai - 600 036, Tamil Nadu, India. pvenkat@iitm.ac.in.
Abstract:
We have synthesized a novel series of nitrogen-doped pentagon-embedded coumarinacenes, namely carbazole-coumarins, via a tandem 1,4-elimination Diels-Alder aromatization reaction. These planar, N-substituted carbazole-coumarins exhibit excellent functionalizability, enhanced photostability and solvent polarity-tunable absorption and blue-to-red emission with notably high fluorescence quantum yields, attesting to their remarkable photophysical properties. These attributes highlight the carbazole-coumarins' potential as robust and efficient fluorescent materials for diverse applications in various fields, including as probes for studying biomolecular systems and dynamics.
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