A carbazole-based compound with intramolecular charge transfer (ICT) characteristics, 3,6-bis-((N-ethylcarbazole-3-)-propene-1-keto)-N-ethylcarbazole (BCzPCz) was synthesized by N-alkylation, acetylation and aldol condensation. BCzPCz was further confirmed by IR and (1)H NMR. The central N-ethylcarbazole was connected with two N-ethylcarbazole units through the propenone group in BCzPCz. N-ethylcarbazole and carbonyl groups were electron donors (D) and acceptors (A), respectively. The UV-vis absorption and fluorescence characteristics of BCzPCz were also investigated in different solvents. Solvatochromism was attributed to ICT complex formation in singlet excited state. Magnitude of the change in the dipole moment was 24.78 D according to Lippert-Mataga equation. Fluorescence of BCzPCz was significantly affected by pH and was quenched in acidic medium. Fluorescence quantum yield of BCzPCz was 0.516 in ethanol. Experimental results showed its potential use as a fluorescence probe and as two-photon absorption material.
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http://dx.doi.org/10.1002/bio.2400 | DOI Listing |
Anal Chem
January 2025
School of Life Sciences, Key Laboratory of Space Bioscience & Biotechnology, Northwestern Polytechnical University, Xi'an 710072, China.
Lymphoma is a malignant cancer characterized by a rapidly increasing incidence, complex etiology, and lack of obvious early symptoms. Efficient theranostics of lymphoma is of great significance in improving patient outcomes, empowering informed decision-making, and driving medical innovation. Herein, we developed a multifunctional nanoplatform for precise optical imaging and therapy of lymphoma based on a new photosensitizer (1-oxo-1-benzoo[de]anthracene-2,3-dicarbonitrile-triphenylamine (OBADC-TPA)).
View Article and Find Full Text PDFSensors (Basel)
January 2025
State Key Laboratory of Marine Resource Utilization in South China Sea, School of Chemistry and Chemical Engineering, Hainan University, Haikou 570228, China.
The detection of highly toxic chemicals such as phosgene is crucial for addressing the severe threats to human health and public safety posed by terrorist attacks and industrial mishaps. However, timely and precise monitoring of phosgene at a low cost remains a significant challenge. This work is the first to report a novel fluorescent system based on the Intramolecular Charge Transfer (ICT) effect, which can rapidly detect phosgene in both solution and gas phases with high sensitivity by integrating a benzo[1,2-b:6,5-b']dithiophene-4,5-diamine (BDTA) probe.
View Article and Find Full Text PDFBiomolecules
January 2025
Department of Chemistry, Molecular Basis of Disease, Petit Science Center, Georgia State University, 100 Piedmont Avenue SE, Atlanta, GA 30303, USA.
Donor acceptor (D-π-A) fluorophores containing a donor unit and an acceptor moiety at each end connected by a conjugated linker gained attention in the last decade due to their conjugated system and ease of tunability. These features make them good candidates for various applications such as bioimaging, photovoltaic devices and nonlinear optical materials. Upon excitation of the D-π-A fluorophore, intramolecular charge transfer (ICT) occurs, and it polarizes the molecule resulting in the 'push-pull' system.
View Article and Find Full Text PDFInorg Chem
January 2025
Department of Chemistry University of Tennessee, Knoxville, Tennessee 37996-1600, United States.
A series of 2-pyridone[α]-fused BOPHYs - were prepared via a two-step procedure involving the preparation of enamine, followed by an intramolecular heterocyclization reaction. In addition to being fully conjugated with the BOPHY core pyridone fragment, BOPHYs and have a pyridine group connected to the BOPHY core via one- or two -CH- groups. New BOPHYs were characterized by spectroscopy as well as X-ray diffraction.
View Article and Find Full Text PDFChem Asian J
January 2025
Birla Institute of Technology & Science Pilani - Hyderabad Campus, Chemistry, Jawaharnagar, Shamirpet Mandal, 500078, Hyderabad, INDIA.
Despite significant advancements in the structural flexibility and functional diversity of fluorescent molecular sensors, the chromophores often require complex synthetic processes and are typically designed to perform only a specific function. Herein, we have demonstrated the unique features of fluorophores based on a fused coumarin-indole scaffold, which are synthetically available via a one-step reaction. Four fluorophores (ICH, ICEst, ICOMe, and ICNMe2) with varying substituents were synthesized and characterized.
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