Four donor-acceptor boron difluoride complexes based on the carbazole electron donor and the [1,3,5,2]oxadiazaborinino[3,4-a][1,8]naphthyridine acceptor were designed, synthesized, and systematically spectroscopically investigated in solutions, in dye-doped polymer films, and in the solid states. The dyes exhibit an intense blue to red solid-state emission with photoluminescence quantum yields of up to 59 % in pure dye samples and 86 % in poly(methyl methacrylate) films. All boron complexes show aggregation-induced emission and reversible mechanofluorochromism. The optical properties of these dyes and their solid state luminescence can be tuned by substitution pattern, i. e., the substituents at the naphthyridine unit. Exchange of CH- for CF-groups does not only increase the intramolecular charge transfer character, but also provides a crystallization-induced emission enhancement.
Download full-text PDF |
Source |
|---|---|
| http://dx.doi.org/10.1002/chem.202400004 | DOI Listing |
Publication Analysis
Top Keywords
Similar Publications
Facile synthesis of boron-doped porous biochar as a metal-free adsorbent for efficient removal of aqueous tetracycline antibiotics.
J Environ Sci (China)
June 2025
School of Human Settlements and Civil Engineering, Xi'an Jiaotong University, Xi'an 710049, China. Electronic address:
This study introduced a microwave-assisted pyrolysis method for the rapid and efficient preparation of boron-doped porous biochar. The resulting biochar exhibited a large specific surface area (933.39 m/g), a rich porous structure (1.
View Article and Find Full Text PDFExamining the reactivity of oxygen-bridged intramolecular group 13 element/phosphorus and boron/group 15 element frustrated Lewis pairs in 1,2-addition reactions with CS.
Phys Chem Chem Phys
December 2024
Department of Applied Chemistry, National Chiayi University, Chiayi 60004, Taiwan.
The 1,2-addition reactions involving CS and oxygen-bridged intramolecular G13/P-based (G13 = group 13 element) and B/G15-based (G15 = group 15 element) frustrated Lewis pairs (FLPs) have been theoretically analyzed through density functional theory (DFT). Our DFT calculations suggest that of the nine FLP-assisted compounds, only B/P-Rea, Al/P-Rea, Ga/P-Rea, and In/P-Rea can kinetically and thermodynamically initiate energetically favorable 1,2-addition reactions with CS, forming five-membered heterocyclic adducts. Our findings from the activation strain model suggest that the atomic radius of the Lewis acceptor (G13) and donor (G15) is critical in setting the barrier heights needed for optimal orbital interactions between G13/P-Rea, B/G15-Rea, and CS.
View Article and Find Full Text PDFSynthesis and structure-activity relationship of boronic acid bioisosteres of combretastatin A-4 as anticancer agents.
Bioorg Med Chem
December 2024
Department of Internal Medicine, Macon & Joan Brock Virginia Health Sciences at Old Dominion University, Norfolk, VA 23507, United States. Electronic address:
The boronic acid group plays an important role in drug discovery. Following our discovery of a boronic acid analog of combretastatin A-4 (CA-4), a series of analogs featuring a boronic acid group on the C phenyl ring of CA-4 was synthesized and evaluated for cytotoxicity, as well as for their ability to inhibit tubulin polymerization, inhibit the binding of [H]colchicine to tubulin and cause depolymerization of cellular microtubules. Modifications on the C ring of CA-4, either eliminating the methoxy group or replacing the C phenyl ring with a pyridine ring, resulted in a reduced potency for inhibiting tubulin polymerization, colchicine binding and cytotoxic activities as compared to CA-4.
View Article and Find Full Text PDFStrategic Design of Anion-Responsive Triarylboranes Exhibiting Colorimetric and Fluorometric Red-Shift for Sensing and Optoelectronic Applications.
Chemphyschem
October 2024
Department of Applied Chemistry, Graduate School of Engineering, Osaka Univeristy, Yamadaoka 2-1, Suita, Osaka, 565-0871, Japan.
Triarylboranes (TABs) have been employed as colorimetric and/or fluorometric anion sensors. The majority of TAB-based anion sensors exhibit blue-shift modes of absorption and photoluminescence (PL) or turn off of PL, attributed to the intrinsic electronic polarity of the trivalent boron unit in their molecular designs. In this Concept article, I introduce a novel approach to modulating the photophysical properties of TABs toward a red-shift mode by balancing the dual, opposing roles of the amine-bridged TAB (phenazaborine).
View Article and Find Full Text PDFLow-valent group 6 metals/Al(CF) donor-acceptor systems for CO activation and cleavage.
Chem Commun (Camb)
November 2024
LCC-CNRS, Université de Toulouse, CNRS, UPS, 205 route de Narbonne, BP44099, F-31077 Toulouse cedex 4, France.
Donor-acceptor systems for CO activation combining a formally zero-valent group 6 metal as the donor with the Lewis acid Al(CF) (AlCF) are reported. They were obtained from AlCF adducts of N-complexes by N-to-CO substitution. One species was capable of C-O cleavage.
View Article and Find Full Text PDFWant AI Summaries of new PubMed Abstracts delivered to your In-box?
Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!