Browse
Submit Data
Databases
API
Help

Dataset Information

0 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

Highly electron-deficient 3,6-diaza-9-borafluorene scaffolds for the construction of luminescent chelate complexes.

ABSTRACT: The synthesis and characterization of two fluorinated 3,6-diaza-9-hydroxy-9-borafluorene oxonium acids featuring improved hydrolytic stability and the strong electron-deficient character of the diazaborafluorene core is reported. These boracycles served as precursors of fluorescent spiro-type complexes with (O,N)-chelating ligands which revealed specific properties such as delayed emission, white light emission in the solid state and photocatalytic performance in singlet oxygen-mediated oxidation reactions.

SUBMITTER: Adamek J

PROVIDER: S-EPMC10631248 | biostudies-literature | 2023 Nov

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

Highly electron-deficient 3,6-diaza-9-borafluorene scaffolds for the construction of luminescent chelate complexes.

Adamek Jan J Marek-Urban Paulina H PH Woźniak Krzysztof K Durka Krzysztof K Luliński Sergiusz S

Chemical science 20231005 43

The synthesis and characterization of two fluorinated 3,6-diaza-9-hydroxy-9-borafluorene oxonium acids featuring improved hydrolytic stability and the strong electron-deficient character of the diazaborafluorene core is reported. These boracycles served as precursors of fluorescent spiro-type complexes with (O,N)-chelating ligands which revealed specific properties such as delayed emission, white light emission in the solid state and photocatalytic performance in singlet oxygen-mediated oxidatio ...[more]

PMID: 37969585

Similar Datasets

3,6-Diaza-octane-1,8-diaminium diiodide.

Project description:The asymmetric unit of the title salt, C(6)H(20)N(4) (2+)·2I(-), comprises half a 3,6-diaza-octane-1,8-diaminium dication plus an I(-) anion. The dications are symmetrical and lie across crystallographic centres of inversion. In the crystal, the ions form a network involving mainly weak N-H⋯I inter-molecular inter-actions: two H atoms of the ammonium group form inter-actions with two I(-) anions and the H atom of the secondary amine forms a weak inter-action with a third I(-) cation. The third ammonium H atom is hydrogen bonded to a secondary amine of an adjacent cation. The backbone of the cation does not form a uniformly trans chain, but is 'kinked' [C-N-C-C torsion angle = 71.5 (2)°], probably to accommodate the direct hydrogen bond between the ammonium group and the secondary amine in an adjacent cation.

| S-EPMC3414312 | biostudies-literature

Electron-Deficient Imidazolium Substituted Cp Ligands and their Ru Complexes.

Project description:The synthesis of electron-poor mono-, di- and tri(imidazolium)-substituted Cp-ylides is presented and their electronic properties are discussed based on NMR spectroscopy, X-ray structure analyses, electrochemical investigations and DFT calculations as well as by their reactivity toward [Ru(CH3 CN)3 Cp*](PF6 ). With mono- and di(imidazolium)-substituted cyclopentadienides the respective monocationic and dicationic ruthenocences are formed (X-ray), whereas tri(imidazolium) cyclopentadienides are too electron-poor to form the ruthenocenes. Cyclic voltammetric analysis of the ruthenocenes shows reversible oxidation at a potential that increases with every additional electron-withdrawing imidazolium substituent at the Cp ligand by 0.53-0.55 V in an electrolyte based on a weakly coordinating anion. A reversible oxidation can be observed for the free 1,3-disubstituted ligand as well.

| S-EPMC7756557 | biostudies-literature

Single Excited Dual Band Luminescent Hybrid Carbon Dots-Terbium Chelate Nanothermometer.

Project description:The report introduces hybrid polyelectrolyte-stabilized colloids combining blue and green-emitting building blocks, which are citrate carbon dots (CDs) and [TbL]+ chelate complexes with 1,3-diketonate derivatives of calix[4]arene. The joint incorporation of green and blue-emitting blocks into the polysodium polystyrenesulfonate (PSS) aggregates is carried out through the solvent-exchange synthetic technique. The coordinative binding between Tb3+ centers and CD surface groups in initial DMF solutions both facilitates joint incorporation of [TbL]+ complexes and the CDs into the PSS-based nanobeads and affects fluorescence properties of [TbL]+ complexes and CDs, as well as their ability for temperature sensing. The variation of the synthetic conditions is represented herein as a tool for tuning the fluorescent response of the blue and green-emitting blocks upon heating and cooling. The revealed regularities enable developing either dual-band luminescent colloids for monitoring temperature changes within 25-50 °C through double color emission or transforming the colloids into ratiometric temperature sensors via simple concentration variation of [TbL]+ and CDs in the initial DMF solution. Novel hybrid carbon dots-terbium chelate PSS-based nanoplatform opens an avenue for a new generation of sensitive and customizable single excited dual-band nanothermometers.

| S-EPMC8618998 | biostudies-literature

An octadentate luminescent Eu(III) 1,2-HOPO chelate with potent aqueous stability.

Project description:The synthesis, characterization, and photophysical properties of two novel ligands, 5LINMe-1,2-HOPO (1) and H(2,2)-1,2-HOPO (2), which utilize the 1,2-HOPO chelate as a sensitizer for Eu(III) are reported. In addition, the former ligand was structurally characterized as the Eu(III) complex by X-ray crystallography. The [Eu(1)2]- complex of the tetradentate ligand (1) is stable in aqueous solution, to a limiting concentration of ca. 7x10(-9) M, and retains the superior photophysical performance noted for the 1,2-HOPO sensitizer. By contrast, the octadentate ligand (2) has vastly improved stability as the [Eu(2)]- complex upon further dilution, to a limiting concentration of ca. 5x10(-17) M, which is beyond the minimum detectable concentration of most fluorimeters. The presence of a single coordinated water molecule for the latter complex reduces the overall metal-centered luminescence.

| S-EPMC3190975 | biostudies-literature

Reactions of Imines with Azazirconacyclobutenes and Generation of Electron-Deficient Imidozirconocene Complexes.

Project description:Electron-deficient imines are shown to insert into the zirconium-carbon bond of azazirconacyclobutenes to generate new six-membered ring metallacycles. On heating, these expanded zirconacycles undergo a retro-[4 + 2] cycloaddition to generate alpha,beta-unsaturated imines in excellent yields and novel, fully characterized electron-deficient imidozirconocene complexes.

| S-EPMC1383655 | biostudies-literature

Colorimetry of Luminescent Lanthanide Complexes.

Project description:Europium, terbium, dysprosium, and samarium are the main trivalent lanthanide ions emitting in the visible spectrum. In this work, the potential of these ions for colorimetric applications and colour reproduction was studied. The conversion of spectral data to colour coordinates was undertaken for three sets of Ln complexes composed of different ligands. We showed that Eu is the most sensitive of the visible Ln ions, regarding ligand-induced colour shifts, due to its hypersensitive transition. Further investigation on the spectral bandwidth of the emission detector, on the wavelengths' accuracy, on the instrumental correction function, and on the use of incorrect intensity units confirm that the instrumental correction function is the most important spectrophotometric parameter to take into account in order to produce accurate colour values. Finally, we established and discussed the entire colour range (gamut) that can be generated by combining a red-emitting Eu complex with a green-emitting Tb complex and a blue fluorescent compound. The importance of choosing a proper white point is demonstrated. The potential of using different sets of complexes with different spectral fingerprints in order to obtain metameric colours suitable for anti-counterfeiting is also highlighted. This work answers many questions that could arise during a colorimetric analysis of luminescent probes.

| S-EPMC7570272 | biostudies-literature

Persistent Borafluorene Radicals.

Project description:N-Heterocyclic carbene (NHC)- and cyclic (alkyl)(amino)carbene (CAAC)-stabilized borafluorene radicals have been isolated and characterized by elemental analysis, single-crystal X-ray diffraction, UV/Vis absorption, cyclic voltammetry (CV), electron paramagnetic resonance (EPR) spectroscopy, and theoretical studies. Both the CAAC-borafluorene radical (2) and the NHC-borafluorene radical (4) have a considerable amount of spin density localized on the boron atoms (0.322 for 2 and 0.369 for 4). In compound 2, the unpaired electron is also partly delocalized over the CAAC ligand carbene C and N atoms. However, the unpaired electron in compound 4 mainly resides throughout the borafluorene π-system, with significantly less delocalization over the NHC ligand. These results highlight the Lewis base dependent electrostructural tuning of materials-relevant radicals. Notably, this is the first report of crystalline borafluorene radicals, and these species exhibit remarkable solid-state and solution stability.

| S-EPMC7064902 | biostudies-literature

4-[(1RS,5RS,7SR)-5-Methyl-2,4-dioxo-3,6-diaza-bicyclo-[3.2.1]octan-7-yl]benzonitrile.

Project description:In the title compound, C(14)H(13)N(3)O(2), the relative stereochemistry of the three stereogenic C atoms has been determined. In the crystal, N-H?O hydrogen bonds link the mol-ecules into chains of inversion dimers running along the b axis.

| S-EPMC3379309 | biostudies-literature

9-Bromo-9-borafluorene.

Project description:The title compound, C(12)H(8)BBr, crystallizes with three essentially planar mol-ecules (r.m.s. deviations = 0.018, 0.020 and 0.021Å) in the asymmetric unit: since the title compound is rigid, there are no conformational differences between these three mol-ecules. The crystal packing resembles a herringbone pattern.

| S-EPMC2979814 | biostudies-literature

Highly electron-deficient 1-propyl-3,5-dinitropyridinium: evaluation of electron-accepting ability and application as an oxidative quencher for metal complexes.

Project description:Impacts of the nitro groups on the electron-accepting and oxidizing abilities of N-propylpyridinium were evaluated quantitatively. A 3,5-dinitro derivative has efficiently quenched emission from photosensitizing Ru(ii) and Ir(iii) complexes owing to the thermodynamically-favored electron transfer to the pyridinium whose LUMO is greatly lowered by the presence of electron-withdrawing nitro groups.

| S-EPMC10865184 | biostudies-literature

OmicsDI is part of the ELIXIR infrastructure

OmicsDI is an Elixir interoperability service. Learn more ›

Tweets

OmicsDI Databases

PRIDE
PeptideAtlas
MassIVE
JPOST Repository
Physiome Model Repository

EGA
EVA
ENA
LINCS
PAXDB
Cell Collective

MetaboLights
Metabolomics Workbench
MetabolomeExpress
GNPS
BioModels
FAIRDOMHub

ArrayExpress
dbGaP
ExpressionAtlas
GEO
NODE

Information

Databases
Help
API
Contact us
Code on GitHub
Terms of use
Submit Data