Computational strategies for modelling excited states in organometallic chemistry DOI
Cauê P. Souza, Felipe Fantuzzi

Royal Society of Chemistry eBooks, Год журнала: 2024, Номер unknown, С. 271 - 316

Опубликована: Дек. 6, 2024

This chapter explores advanced computational methods and strategies to model excited states in organometallic systems, essential for advancing discovery, design, comprehension fields such as photocatalysis, artificial photosynthesis, light-responsive materials. We initiate with a fundamental discussion on available quantum mechanical approaches compounds, stressing the importance of carefully choosing theoretical that are specifically suited their unique characteristics. delineate underpinnings practical applications various electronic structure methods, including density functional theory (DFT) post-Hartree–Fock approaches, detail adaptability properties transition metal complexes. Particular attention is given multireference perturbative which critical accurately describing complex typical compounds. Through hierarchical classification, evaluation, curated references, this serves both primer deep dive into toolbox researchers, offering insights method selection application challenges.

Язык: Английский

Linear Amine-Linked Oligo-BODIPYs: Convergent Access via Buchwald–Hartwig Coupling DOI
Sebastian H. Röttger, Lukas J. Patalag, Felix Hasenmaile

и другие.

Organic Letters, Год журнала: 2024, Номер 26(15), С. 3020 - 3025

Опубликована: Апрель 2, 2024

A convergent route toward nitrogen-bridged BODIPY oligomers has been developed. The synthetic key step is a Buchwald-Hartwig cross-coupling reaction of an α-amino-BODIPY and the respective halide. Not only does selective synthesis provide control oligomer size, but facile preparative procedure also enables easy access to these types dyes. Furthermore, functionalized examples were accessible via brominated derivatives.

Язык: Английский

Процитировано

6
Naphthalene peri-Diselenide-Based BODIPY Probe for the Detection of Hydrogen Peroxide, tert-Butylhydroperoxide, Hydroxyl Radical, and Peroxynitrite Ion DOI Creative Commons

Babli Chhillar,

Nikhil Sodhi,

Rajni Kadian

и другие.

ACS Omega, Год журнала: 2025, Номер 10(7), С. 6396 - 6405

Опубликована: Фев. 13, 2025

Dimethoxynaphthalene peri-diselenide-based BODIPY (4,4-difluoro-4-bora-3a,4a-diaza-s-indacene) probe has been synthesized. The demonstrated selectivity and sensitivity for hydrogen peroxide (H2O2) tert-butylhydroperoxide (t-BuOOH), hydroxyl radical (•OH), peroxynitrite ion (ONOO–) detection reversibility upon treatment with glutathione. limits of the were observed to be 0.40 μM H2O2, 0.41 t-BuOOH, 0.95 •OH, 0.46 ONOO–, respectively. A proposed mechanism "turn-on" event suggested corroborated by spectroscopic computational data. It that electron transfer occurred from Se center moiety, followed photoinduced (PET) mechanism.

Язык: Английский

Процитировано

0
Transition-Metal-Catalyzed C–H Activation Reactions for the Creation and Modification of Organic Fluorophores DOI
Tapasi Chand, Manmohan Kapur

Synthesis, Год журнала: 2024, Номер 56(10), С. 1505 - 1540

Опубликована: Фев. 6, 2024

Abstract Organic fluorophores have consistently garnered significant interest owing to their widespread application across various multidisciplinary research fields. In the realm of biological research, these organic find extensive use in diverse applications such as molecular imaging, DNA sequencing, drug discovery, and biosensors. Remarkably, recent times, fluorescent molecules emerged pivotal elements advancement electronics. Across several reaction pathways developed for constructing modifying fluorophores, transition-metal-catalyzed C–H activation reactions come a dependable step-economical approach. this review we discuss activation-based approaches that been employed create modify which areas. 1 Introduction 2 Basic Reactions Creation Fluorophores 3 Merits Drawbacks Classical Modification 4 Activation/Functionalization 5 Activation Pathways Organic­ 5.1 Electrophilic 5.2 Heteroatom-Directed 6 Conclusion

Язык: Английский

Процитировано

1
Phenylazo-BODIPYs: Direct Access via Pd-Catalysis DOI
Daniel B. Werz, Sebastian H. Röttger,

Anjuli J. Birk

и другие.

Synlett, Год журнала: 2024, Номер unknown

Опубликована: Апрель 6, 2024

Abstract A new type of functionalized BODIPY dyes is described. Utilizing an established procedure for Buchwald–Hartwig reactions, we have been able to convert α-chloro BODIPYs α-azo-BODIPYs using phenylhydrazines. Optimization the reaction conditions and variation core phenylhydrazine were conducted. Absorption emission spectra recorded.

Язык: Английский

Процитировано

1
Rational Design of Fluorophores Using MO Theory: Our Journey from BODIPYs to BOIMPYs DOI Creative Commons
Lukas J. Patalag, Heinrich F. von Köller, Daniel B. Werz

и другие.

Organic Materials, Год журнала: 2024, Номер 06(03), С. 78 - 89

Опубликована: Апрель 24, 2024

This short review demonstrates how MO-theoretical considerations can support the tailor-made design of new dye scaffolds, specifically recently introduced BOIMPY class fluorophores. Starting with historical and structural foundations, influence canonical streptocyanines on electronic features diarylmethenes rhodamines is examined BODIPY scaffold as primary inspiration for our work. The attachment five-membered ring heterocycles at meso position core enables a relaxation into co-planar twofold chelating triarylmethene system. After introduction two electron-withdrawing BF2 units, efficient rigidity achieved since hindered rotation prevents non-radiative dissipation energy via excited state relaxation. Hence, lowered LUMO level allows combination large red shift high quantum efficiencies. synthetic approach to BOIMPYs straightforward analogous syntheses starting from benzimidazole or tetrazole carbaldehydes. Cyclic voltammetric measurements prove that are able easily accept electrons might act photoredox catalysts.

Язык: Английский

Процитировано

1
Efficient solution-processed fluorescent OLEDs realized by removing charge trapping emission loss of BODIPY fluorochrome DOI
Lisi Chen, Mei Chen,

Yeying Lan

и другие.

Materials Horizons, Год журнала: 2024, Номер 11(23), С. 6126 - 6140

Опубликована: Янв. 1, 2024

Using a BDP-2 fluorochrome, an ultra-low doping strategy is suggested to develop solution-processed TADF-sensitized OLEDs without charge trapping emission loss for the first time, achieving record EQE max. level of 21.5%.

Язык: Английский

Процитировано

1
Regio Isomers Containing Triarylboron-Based Motifs as Multi-Functional Photoluminescent Materials. From Dual-mode Delayed Emission to pH-Switchable Room-Temperature Phosphorescence DOI Creative Commons
Ramar Arumugam, Akkarakkaran Thayyil Muhammed Munthasir, Ramkumar Kannan

и другие.

Chemical Science, Год журнала: 2024, Номер unknown

Опубликована: Янв. 1, 2024

Triarylboron compounds have been established as promising candidates in optoelectronic applications.

Язык: Английский

Процитировано

1
N-Bridged BODIPY Dimers: Exploring the Electron-Rich and Electron-Poor Coupling Limit via Pyrrole and Pyridine Annulation DOI
Sebastian H. Röttger, Lukas J. Patalag, Heinrich F. von Köller

и другие.

Organic Letters, Год журнала: 2024, Номер unknown

Опубликована: Дек. 17, 2024

A facile access to N-heteroaryl-fused bis-BODIPY scaffolds has been developed. BODIPY dimer with an α,α-amine linker serves as a starting material obtain pyrrole- and pyridine-fused BODIPYs, either by direct oxidation or oxidative condensation aldehyde building block. Both species mark antipodal conjugative coupling conditions that result in distinct spectral outcomes. In stark contrast the pyrrole fusion, pyridine-coupled show unique panchromatic absorption profiles.

Язык: Английский

Процитировано

1
Cross-Shaped Organic Framework; a Multi-Functional Template Arranging Chromophores DOI Creative Commons
Camiel C. E. Kroonen, Adriano D'Addio, Alessandro Prescimone

и другие.

Organic Chemistry Frontiers, Год журнала: 2024, Номер 12(5), С. 1399 - 1408

Опубликована: Дек. 4, 2024

This work explores the use of a cross-shaped organic framework that is used as template for investigation multi-functionalized chromophores. We report design and synthesis universal building block bearing two bromines iodines on its peripheral positions. The can be synthesized gram scale in five-step reaction comprising an oxidative homo-coupling macro-cyclization. formed scaffold was selectively functionalized via Suzuki cross-coupling reactions with methoxynaphthalene, naphthalimide BODIPY derivatives, yielding library chromophore-decorated model compounds, all which were fully characterized. racemic bis- tetra-substituted crosses resolved chiral stationary phase HPLC, assignment enantiomers done comparison experimental simulated electronic circular dichroism spectra well enantiomer single-crystal analysis. Additionally, hybrid naphthalimide/BODIPY chromophore found to acting intramolecular Förster energy resonance transfer pair, investigated more detail. With this easy-to-functionalize block, we believe it might prove useful study different sets

Язык: Английский

Процитировано

0
Computational strategies for modelling excited states in organometallic chemistry DOI
Cauê P. Souza, Felipe Fantuzzi

Royal Society of Chemistry eBooks, Год журнала: 2024, Номер unknown, С. 271 - 316

Опубликована: Дек. 6, 2024

This chapter explores advanced computational methods and strategies to model excited states in organometallic systems, essential for advancing discovery, design, comprehension fields such as photocatalysis, artificial photosynthesis, light-responsive materials. We initiate with a fundamental discussion on available quantum mechanical approaches compounds, stressing the importance of carefully choosing theoretical that are specifically suited their unique characteristics. delineate underpinnings practical applications various electronic structure methods, including density functional theory (DFT) post-Hartree–Fock approaches, detail adaptability properties transition metal complexes. Particular attention is given multireference perturbative which critical accurately describing complex typical compounds. Through hierarchical classification, evaluation, curated references, this serves both primer deep dive into toolbox researchers, offering insights method selection application challenges.

Язык: Английский

Процитировано

0