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By incorporating an oxygen heterocycle into a BODIPY core, near-infrared (NIR) absorbing dyes were successfully prepared. The solid-state structures of these systems were confirmed through X-ray crystallographic analysis. The extended BODIPY compounds exhibited absorption and emission wavelengths in the NIR region (up to = 772 nm and = 807 nm in DMSO). Notably, the inclusion of the oxygen heterocycle enhanced intersystem crossing, enabling the newly-formed BODIPY to act as a heavy-atom-free singlet oxygen generator. Upon light-irradiation, self-assembled BODIPY nanoparticles caused mitochondrial damage by reducing the mitochondrial membrane potential, thereby promoting tumor cell apoptosis . Furthermore, these self-assembled nanoparticles demonstrated a significant inhibitory effect on animal tumor tissues when irradiated with an 808 nm laser.
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http://dx.doi.org/10.1039/d5tb00427f | DOI Listing |
Chem Sci
August 2025
College of Chemistry and Chemical Engineering, Jiangxi Province Engineering Research Center of Ecological Chemical Industry, Jiujiang University Jiujiang 332005 China
BN-fused aromatic compounds have garnered significant attention due to their unique electronic structures and exceptional photophysical properties, positioning them as highly promising candidates for applications in organic optoelectronics. However, the regioselective synthesis of BN isomers remains a formidable challenge, primarily stemming from the difficulty in precisely controlling reaction sites, limiting structural diversity and property tunability. Herein, we propose a regioselective synthetic strategy that employs 2,1-BN-naphthalene derivatives, wherein selective activation of N-H and C-H bonds is achieved in conjunction with -halogenated phenylboronic acids.
View Article and Find Full Text PDFPhys Chem Chem Phys
September 2025
Department of Chemistry and Key Laboratory for Preparation and Application of Ordered Structural Materials of Guangdong Province, Shantou University, Shantou 515063, P. R. China.
The photophysical properties of two new Bodipy dimers are investigated using a variety of techniques, including steady-state UV-vis absorption and fluorescence spectroscopy, femtosecond and nanosecond transient absorption spectroscopy, and pulse laser-excited time-resolved electron paramagnetic resonance (TREPR) spectroscopic methods. The dimers are formed by the Bodipy units rigidly linked by the orthogonal phenylene bridge. One of the dimers is composed of iodinated units, and the other is not.
View Article and Find Full Text PDFACS Nano
September 2025
Department of Chemistry and Physics, State University of New York at Stony Brook, South Setauket, New York 11794-3400, United States.
The intersystem crossing (ISC) process of photosensitizers (PSs) is crucial for the generation of reactive oxygen species (ROS) in photodynamic immunotherapy. Herein, a counterion-regulation strategy is applied to enhance ISC efficiency in aggregation-induced emission (AIE) PSs, optimizing type-I ROS production. Three PSs with the same cationic donor-π-acceptor (D-π-A) structure, ,-diphenyl-4-(7-(pyridin-4-yl)benzo[][1,2,5]thiadiazol-4-yl)aniline (TBP), were synthesized with different counterions: iodide (I), hexafluorophosphate (PF), and tetraphenylborate (PhB).
View Article and Find Full Text PDFJ Phys Chem Lett
September 2025
Institut für Organische Chemie, Universität Tübingen, Auf der Morgenstelle 18, 72076 Tübingen, Germany.
Understanding the electronic structure of polycyclic aromatic compounds is of fundamental importance for their potential applications. The optoelectronic properties of shorter acenes such as tetracene and pentacene have been extensively studied with regard to excitation, emission, and nonlinear effects such as singlet fission. The longer homologues present a unique challenge due to their low stability both in the solid state and in solution.
View Article and Find Full Text PDFJ Am Chem Soc
September 2025
Elettra-Sincrotrone Trieste S.C.p.A., Basovizza 34149, Trieste, Italy.
Tracking the multifarious ultrafast electronic and structural changes occurring in a molecule during a photochemical transformation is a challenging endeavor that benefits from recent experimental and computational progress in time-resolved techniques. Measurements of valence electronic states, which provide a global picture of the bonding structure of the molecule, and core electronic states, which provide insight into the local environment, traditionally require different approaches and are often studied separately. Here, we demonstrate that X-ray pulses from a seeded free-electron laser (FEL) enable the measurement of high-resolution, time-resolved X-ray photoelectron spectra (XPS) that capture weak satellite states resulting from shake-down processes in a valence-excited molecule.
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