A5057674526- Crystallization and Solubility Studies
- X-ray Diffraction in Crystallography
- Synthesis and Properties of Aromatic Compounds
- Crystallography and molecular interactions
- Molecular spectroscopy and chirality
- Luminescence and Fluorescent Materials
- Photochromic and Fluorescence Chemistry
- Porphyrin and Phthalocyanine Chemistry
- Axial and Atropisomeric Chirality Synthesis
- Advanced NMR Techniques and Applications
- Supramolecular Chemistry and Complexes
- Photoreceptor and optogenetics research
- Fullerene Chemistry and Applications
- Organoboron and organosilicon chemistry
- Advanced Chemical Physics Studies
- Magnetism in coordination complexes
- N-Heterocyclic Carbenes in Organic and Inorganic Chemistry
- DNA and Nucleic Acid Chemistry
- Catalytic Cross-Coupling Reactions
- Mass Spectrometry Techniques and Applications
- Analytical Chemistry and Chromatography
- Supramolecular Self-Assembly in Materials
- Organic Light-Emitting Diodes Research
- Synthesis and characterization of novel inorganic/organometallic compounds
- Graphene research and applications
Université de Rennes
2016-2025
Centre National de la Recherche Scientifique
2016-2025
Institut des Sciences Chimiques de Rennes
2016-2025
Institut National des Sciences Appliquées de Rennes
2023-2024
École Nationale Supérieure de Chimie de Rennes
2018-2024
Tbilisi State University
2019-2023
Miniaturisation pour la Synthèse, l'Analyse et la Protéomique
2020-2022
Institut de Physique de Rennes
2009-2022
Université Rennes 2
2019-2021
GP Batteries (China)
2020
The coordination and/or organometallic chemistry of π-helicenic ligands is a powerful tool to generate multifunctional molecules displaying optimized chiroptical properties combined with new furnished by the metallic center. In this review, we relate different examples that have been described in field research date.
A rigid, inherently chiral bilayer nanographene has been synthesized as both the racemate and enantioenriched M isomer (with 93 % ee) in three steps from established helicenes. This folded is composed of two hexa-peri-hexabenzocoronene layers fused to a [10]helicene, with an interlayer distance 3.6 Å determined by X-ray crystallography. The rigidity helicene linker forces adopt nearly aligned AA-stacked conformation, rarely observed few-layer graphene. By combining advantages nanographenes...
A cycloparaphenylene-based molecular lemniscate (CPPL) was obtained in a short synthesis involving masked p-phenylene equivalents. The strained figure-eight geometry of CPPL is sustained by the incorporated 9,9′-bicarbazole subunit, which also acts as stereogenic element. shape distorted [16]cycloparaphenylene nanohoop embedded accurately approximated with Booth lemniscate. structure CPPL, investigated using NMR and Raman spectroscopic methods, revealed strain-dependent features, consistent...
While the development of chiral molecules displaying circularly polarized luminescence (CPL) has received considerable attention, corresponding CPL intensity, g lum, hardly exceeds 10-2 at molecular level owing to difficulty in optimizing key parameters governing such a process. To address this challenge, we report here synthesis and chiroptical properties new family π-helical push-pull systems based on carbo[6]helicene, where latter acts as either electron acceptor or donor unit. This...
We report on the synthesis and self-assembly of 2,15- 4,13-disubstituted carbo[6]helicenes 1 2 bearing 3,4,5-tridodecyloxybenzamide groups. The these [6]helicenes is strongly influenced by substitution pattern in helicene core that affects mutual orientation monomeric units aggregated form. Thus, 2,15-substituted derivative undergoes an isodesmic supramolecular polymerization forming globular nanoparticles maintain circularly polarized light (CPL) with glum values as high × 10-2. Unlike...
Helical bilayer nanographenes (HBNGs) are chiral π-extended aromatic compounds consisting of two π-π stacked hexabenzocoronenes (HBCs) joined by a helicene, thus resembling van der Waals layered 2D materials. Herein, we compare [9]HBNG, [10]HBNG, and [11]HBNG helical bilayers endowed with [9], [10], [11]helicenes embedded in their structure, respectively. Interestingly, the helicene length defines overlapping degree between HBCs (number benzene rings involved interactions layers), being 26,...
Abstract Electronic circular dichroism and circularly polarized luminescence acid/base switching activity has been demonstrated in helicene‐bipyridine proligand 1 a its “rollover” cycloplatinated derivative 2 . Whereas displays strong bathochromic shift (>160 nm) of the nonpolarized upon protonation, complex slightly stronger emission. This strikingly different behavior between singlet emission organic helicene triplet organometallic rationalized by using quantum‐chemical calculations....
Helicenes are molecules with ortho-fused aromatic rings that adopt an inherently chiral helical shape. This topology combined the extended π-conjugated system provides them excellent chiroptical and photophysical properties. These properties peculiarities make helicenes important candidates for conception of new switches. Several examples light-, redox- pH-triggered helicene-based switches have recently appeared in literature including from our group. Some multi-input and/or multi-output...
A fused π-helical N-heterocyclic carbene (NHC) system was prepared and examined through its diastereoisomerically pure cycloiridiated complexes. The latter display light-green phosphorescence with unusually long lifetimes circular polarization that depends on both the helical NHC P/M stereochemistry iridium Δ/Λ stereochemistry. These unprecedented features are attributed to extended π conjugation within carbenic ligand efficient helicene-NHC-Ir interaction.
Enantiopure mono-cycloplatinated-[8]helicene and bis-cycloplatinated-[6]helicene derivatives were prepared through column chromatography combined with crystallization of diastereomeric complexes using a chiral ancillary sulfoxide ligand. The UV-visible spectra, circular dichroism, molar rotations, (circularly polarized) luminescence activity these new helical have been examined in detail analysed the help first-principles quantum-chemical calculations.
Enantiopure metallahelicenes have been prepared by cyclometalation of 2-pyridyl-substituted benzophenanthrenes followed resolution using chiral HPLC. They are red phosphors at room temperature and their chiroptical properties can be modulated oxidation the metal center to state IV. Detailed facts importance specialist readers published as "Supporting Information". Such documents peer-reviewed, but not copy-edited or typeset. made available submitted authors. Please note: The publisher is...
Helicene-bis-diketopyrrolopyrrole derivatives display strong circular dichroism and red circularly polarized emission originating from exciton coupling chirality.
Introducing metal-vinyl ruthenium moieties onto [6]helicene results in a significant enhancement of the chiroptical properties due to strong metal-ligand electronic interactions. The electro-active Ru centers allow achievement first purely helicene-based redox-triggered switches. A combination electrochemical, spectroscopic, and theoretical techniques reveals that helicene moiety is noninnocent ligand bearing spin density.
Abstract Molecular designs merging circularly polarized luminescence (CPL) and thermally activated delayed fluorescence (CP‐TADF) using the concept of chiral perturbation appeared recently as a cornerstone for development efficient CP‐organic light emitting diodes (CP‐OLED). Such devices could strongly increase energy efficiency performances conventional OLED displays, in which 50% emitted is often lost due to use antiglare filters. In this context, herein, ten couples enantiomers derived...
We present the synthesis and characterization of enantiomerically pure [6]helicene o-quinones (P)-(+)-1 (M)-(-)-1 their application to chiroptical switching chiral recognition. each show a reversible one-electron reduction process in cyclic voltammogram, which leads formation semiquinone radical anions (P)-(+)-1(•-) (M)-(-)-1(•-), respectively. Spectroelectrochemical ECD measurements give evidence between two redox states, is associated with large differences Cotton effects [Δ(Δε)] UV...
Four members of a new class cycloborylated hexa-, octa-, and deca-helicenes (1 a-d) have been prepared in enantiopure form, along with two cycloplatinated d', 1 d1 ), further extending the family hexa- octa-helicenes reported previously. The azabora[n]helicenes display intense electronic circular dichroism large optical rotations; dependence activity on size helix (n=6, 8, 10) number boron atoms or 2) has examined detail both experimentally theoretically. photophysical properties...
Novel polyacetylenes bearing an optically active or racemic [6]helicene unit as the pendant groups directly bonded to main-chain (poly-1s) were prepared by polymerisation of corresponding acetylenes (1-rac, 1-P and 1-M) using a rhodium catalyst. The (poly-1-P poly-1-M) formed preferred-handed helical conformation biased helicene pendants, resulting in induced circular dichroism (ICD) their π-conjugated polymer backbone regions. polymers, when employed enantioselective adsorbent, showed high...