AI Article Synopsis
Article Abstract
Helical nanographenes have garnered substantial attention owing to their finely adjustable optical and semiconducting properties. The strategic integration of both helicity and heteroatoms into the nanographene structure, facilitated by a boron-oxygen-based multiple resonance (MR) thermally activated delayed fluorescence (TADF), elevates its photophysical and chiroptical features. This signifies the introduction of an elegant category of helical nanographene that combines optical (TADF) and chiroptical (CPL) features. In this direction, we report the synthesis, optical, and chiroptical properties of boron, oxygen-doped Π-extended helical nanographene. The π-extension induces distortion in the DOBNA-incorporated nanographene, endowing a pair of helicenes, (P)-B2NG, and (M)-B2NG exhibiting circularly polarized luminescence with g of -2.3×10 and +2.5×10, respectively. B2NG exhibited MR-TADF with a lifetime below 5 μs, and a reasonably high fluorescence quantum yield (50 %). Our molecular design enriches the optical and chiroptical properties of nanographenes and opens up new opportunities in multidisciplinary fields.
Download full-text PDF |
Source |
|---|---|
| http://dx.doi.org/10.1002/chem.202304169 | DOI Listing |
Publication Analysis
Top Keywords
Similar Publications
Achieving precise control over the molecular periphery of dibenzoixenes through modular synthesis.
Chemistry
December 2024
Ulsan National Institute of Science and Technology, Chemistry, UNIST-gil 50, Bldg.108, Rm901-5, 44919, Ulsan, KOREA, REPUBLIC OF.
Nanographenes and polycyclic aromatic hydrocarbons, both finite forms of graphene, are promising organic semiconducting materials because their optoelectronic and magnetic properties can be modulated through precise control of their molecular peripheries. Several atomically precise edge structures have been prepared by bottom-up synthesis; however, no systematic elucidation of these edge topologies at the molecular level has been reported. Herein, we describe rationally designed modular syntheses of isomeric dibenzoixenes with diverse molecular peripheries, including cove, zigzag, bay, fjord, and gulf structured.
View Article and Find Full Text PDFEnantiomerically Pure Helical Bilayer Nanographenes: A Straightforward Chemical Approach.
J Am Chem Soc
December 2024
Departamento de Química Orgánica I, Facultad de Ciencias Químicas, Universidad Complutense de Madrid, 28040 Madrid, Spain.
Article Synopsis
- - The study highlights the potential of molecular nanographenes for next-gen optoelectronics, particularly focusing on chiral versions that show unique optical properties but are challenging to synthesize in pure forms.
- - Traditional methods for obtaining chiral nanographenes involve costly HPLC for separating racemic mixtures, while only limited examples of direct enantioselective synthesis exist in literature.
- - The authors propose a simpler chemical method for chiral resolution of helical bilayer nanographenes, utilizing BINOL and camphorsulfonyl chloride, leading to scalable production of enantiomerically pure nanographenes without relying on HPLC.
Chiroptical Amplification of [7]-Helicene Nanographene by Additional Helical Chirality.
Angew Chem Int Ed Engl
December 2024
Organic Chemistry Division, National Chemical Laboratory (CSIR-NCL), Dr. Homi Bhabha Road, Pune, 411 008, India.
Nanographenes have captivated scientific interest since the pioneering discovery of graphene. Recently, attention has shifted towards exploring chiral and nonplanar nanographenes, for their distinct optical, chiroptical, and electronic properties. Despite the growing acceptance of helicenes, the research on inducing helical chirality on π-extended derivatives to boost chiroptical properties remains unattended.
View Article and Find Full Text PDFUltra-Narrowband Circularly Polarized Luminescence from Multiple 1,4-Azaborine-Embedded Helical Nanographenes.
J Am Chem Soc
October 2024
Institut für Organische Chemie, Julius-Maximilians-Universität Würzburg, Am Hubland D-97074, Würzburg, Germany.
In this manuscript we present a strategy to achieve ultranarrowband circularly polarized luminescence (CPL) from multiple 1,4-azaborine-embedded helical nanographenes. The impact of number and position of boron and nitrogen atoms in the rigid core of the molecule on optical properties─including absorption and emission maxima, photoluminescence quantum yield, Stokes shift, excited singlet-triplet energy gap and full width at half-maximum (fwhm) for CPL and fluorescence─was investigated. The molecules reported here exhibits ultranarrowband fluorescence (fwhm 16-17.
View Article and Find Full Text PDFPerylene-Embedded Helical Nanographenes with Emission up to 1010 nm: Synthesis, Structures, and Chiroptical Properties.
Angew Chem Int Ed Engl
October 2024
Department of Chemistry, National University of Singapore, 3 Science Drive 3, 117543, Singapore.
Near-infrared (NIR) circularly polarized absorbing or emitting materials offer distinct advantages over their visible-light counterparts and have attracted considerable interest across various fields. Materials exhibiting NIR chiroptical properties with high fluorescence quantum yields (Φ) are particularly rare. In this study, we report the synthesis of a series of helical nanographenes (1, 2, 3, and 4), where perylene is fused with one to four hexa-peri-hexabenzocoronene (sub) units by a strategy involving Diels-Alder cycloaddition followed by a Scholl reaction.
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!