Journal
BULLETIN OF THE KOREAN CHEMICAL SOCIETY
Volume 38, Issue 9, Pages 1052-1057Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/bkcs.11219
Keywords
Solvatofluorochromism; Fluorophore; Solvent polarity; Carbazole
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Funding
- National Research Foundation of Korea (NRF) - Ministry of Science, ICT & Future Planning [NRF-2014R1A1A1036409, NRF-2015R1D1A1A01057125, NRF-2015R1C1A2A01051829]
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A highly efficient designing and synthesis of an aryl-substituted carbazole-based fluorescent material (MeOCbzBP) has been carried out via tandem carbon-carbon (C-C)/carbon-nitrogen (C-N) bond formation by multiple Suzuki couplings and Cadogan cyclization followed by C-N cross-couplings. Various organic solvents have been used to investigate photophysical, solvatofluorochromism, and photoluminescence characteristics of MeOCbzBP. The MeOCbzBP showed a reasonable redshifted absorption in UV region and photoluminescence enhancements in tetrahydrofuran/water mixtures. Furthermore, we also employed various theoretical functions to optimize the molecule both in the ground and excited states. A well-known density functional theory was employed in a solvent phase with B3LYP/6-31G(d) level of theories. We believe that the MeOCbzBP will provide a better platform to investigate the novel applications in the field of medicinal chemistry and chemical biology.
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