A5052456428- Crystallization and Solubility Studies
- X-ray Diffraction in Crystallography
- Molecular spectroscopy and chirality
- Asymmetric Hydrogenation and Catalysis
- Asymmetric Synthesis and Catalysis
- Analytical Chemistry and Chromatography
- Axial and Atropisomeric Chirality Synthesis
- Crystallography and molecular interactions
- Synthetic Organic Chemistry Methods
- Supramolecular Chemistry and Complexes
- Synthesis and Properties of Aromatic Compounds
- Chemical synthesis and alkaloids
- Catalytic Alkyne Reactions
- Porphyrin and Phthalocyanine Chemistry
- Cyclopropane Reaction Mechanisms
- Molecular Sensors and Ion Detection
- Supramolecular Self-Assembly in Materials
- Chemical Synthesis and Analysis
- Catalytic C–H Functionalization Methods
- Photosynthetic Processes and Mechanisms
- Cyclization and Aryne Chemistry
- Photoreceptor and optogenetics research
- Botanical Research and Chemistry
- Chromatography in Natural Products
- Phytochemistry and Biological Activities
Aix-Marseille Université
2015-2024
Centre National de la Recherche Scientifique
2015-2024
Centrale Marseille
2015-2024
Institut de Chimie Radicalaire
2014-2016
Délégation Provence et Corse
2015-2016
Laboratoire de Chimie Bactérienne
2014-2015
Institut des Sciences Moléculaires de Marseille
2009-2015
Université de Versailles Saint-Quentin-en-Yvelines
2011
Institut Lavoisier de Versailles
2011
Université de Rennes
2011
A working partnership: Metal–ligand cooperativity is responsible for the high activity of rhodium amido complex 1 in dehydrogenative coupling primary alcohols with water, methanol, or amines, including ammonia (see scheme), to give carboxylic acids, methyl carboxylates, amides, respectively. The catalysis proceeds under mild reaction conditions presence a recyclable hydrogen acceptor A. multistep mechanism was elucidated by computational methods.
Catalysts take to the bottle: Rhodium amides with a saw-horse structure serve as very efficient catalysts for transfer hydrogenation of ketones and activated olefins using ethanol hydrogen donor. Under mild conditions, corresponding alcohols ethyl acetate are formed high efficiency, turnover frequency above 500 000 h−1.
A one-step synthesis of a nanographene propeller with D3-symmetry was obtained starting from 7,8-dibromo[5]helicene by Yamamoto nickel(0) couplings. It afforded chiral polyaromatic hydrocarbon (PAH) embedding six enantiomerically stable [5]helicene units. This dense accumulation helical strain resulted in distorted geometry, but stereochemistry. The conformational, structural, chiroptical, and photophysical properties the molecule are reported.
Gute Zusammenarbeit von Metallzentrum und Liganden ist der Schlüssel zur hohen Aktivität des Rhodiumamidokomplexes 1 in den dehydrierenden Kupplungen primärer Alkohole mit Wasser, Methanol oder Aminen (einschließlich Ammoniak) zu Carbonsäuren, Methylestern bzw. Amiden. Der katalytische Prozess verläuft unter milden Bedingungen Gegenwart zurückgewinnbaren Wasserstoffakzeptors A, vielstufige Mechanismus wurde durch Rechnungen aufgeklärt.
The recent discovery of temporally controlled gels opens broad perspectives to the field smart functional materials. However, obtain fully operative systems, design simple and robust displaying complex functions is desirable. Herein, we fuel dissipative gelating materials through iterative additions trichloroacetic acid (TCA). This enables switch over time an acid/base-dependent commercially available amino gelator/DBU combination between three distinct states (anionic, cationic, neutral),...
Abstract Artificial light-harvesting systems have until now not been able to self-assemble into structures with a large photon capture cross-section that upon stimulus reversibly can switch an inactive state. Here we describe simple and robust F L -dipeptide construct which meso -tetraphenylporphyrin has appended self-assembles fibrils, platelets or nanospheres depending on the solvent composition. The functioning as quenched antennas, give intense excitonic couplets in electronic circular...
An expedient synthesis of a new family configurationally stable dioxa[6]helicenes was established using sequential helicoselective organocatalyzed heteroannulation/eliminative aromatization via enantioenriched fused 2-nitro dihydrofurans featuring both central and helical chiralities. Starting from simple achiral precursors, broad range these previously unknown chiral heterocyclic scaffolds were obtained with good efficiency, their proceeded very high enantiopurity retention in most cases.
Enantioselective construction of small molecules displaying a configurationally stable helical shape built on fused-tetracyclic core is daunting synthetic challenge even more pronounced when five-membered rings are incorporated in the structure. The resulting higher configurational lability strongly hampers their access, and therefore development new efficient methodologies timely highly desirable. In this context, we describe padlocking approach
A widely studied achiral porphyrin, which is highly soluble in aqueous solutions (TPPS4), shown to self-assemble into helical nanotubes. These were imaged by electron cryo-microscopy and a state-of-the-art image analysis allows building map at ∼5 Å resolution, one of the highest obtained so far for molecular materials. The authors able trace apparent symmetry breaking existing nuclei "as received samples", while carefully purified samples show that both handnesses occur equal amounts....
We report a molecular design and concept using π-system elongation steric effects from helicenes surrounding triphenylene core toward stable chiral polycyclic aromatic hydrocarbons (PAHs) with maximal π-distortion to tackle their aromaticity, supramolecular properties. The selective syntheses, the structural, conformational chiroptical properties of two diastereomeric large multi-helicenes formula C90 H48 having embedding three [5]helicene units on inner edges [7]helicene at periphery are...
Smart materials reversibly changing properties in response to a stimuli are promising for broad array of applications. In this article, we report the use trichloroacetic acid (TCA) as fuel create new types time-controlled switching from gel solution (gel-sol-gel cycle). Applying various neutral amines organogelators, TCA addition induces amine protonation, system solution, while decarboxylation over time enables return initial state. Consequently, newly obtained possess interesting...
Abstract Platinum(II) complexes which combine six‐membered N‐heterocyclic carbene‐containing metallacyclic units and monodentate chiral phosphines have been prepared. The key step of their synthesis is the intramolecular oxidative addition N ‐2‐iodobenzylimidazolylidene‐platinum(0)‐diene in presence phosphorus ligands. platinum(II) metallacycles used as well‐defined pre‐catalysts for enantioselective cycloisomerization nitrogen‐tethered 1,6‐enynes into 3‐azabicyclo[4.1.0]hept‐4‐enes. High...
Abstract Porphyrin cage-compounds are used as biomimetic models and substrate-selective catalysts in supramolecular chemistry. In this work we present the resolution of planar-chiral porphyrin cages determination their absolute configuration by vibrational circular dichroism combination with density functional theory calculations. The chiral porphyrin-cages form complexes achiral viologen-guests upon binding one axial enantiomorphs guest is bound selectively, indicated...
Abstract G-quadruplexes (GQs), a non-canonical form of DNA, are receiving huge interest as target sites for potential applications in antiviral and anticancer drug treatments. The biological functions GQs can be controlled by specifically binding proteins known proteins. Some the contain an arginine glycine-rich sequence RGG peptide. Despite important role RGG, GQs-RGG interaction remains poorly understood. By single molecule measurements, dynamics determined principle. However, RGG–GQs...
Abstract The organocatalytic enantioselective conjugate addition of secondary β‐ketoamides to α,β‐unsaturated carbonyl compounds is reported. Use bifunctional Takemoto’s thiourea catalyst allows enantiocontrol the reaction leading either simple Michael adducts or spirocyclic aminals in up 99 % ee . origin enantioselectivity has been rationalised based on combined DFT calculations and kinetic analysis. This study provides a deeper understanding mechanism, which involves predominant role amide...
Abstract An original synthesis of chiral benzofulvenes triggered by organocopper reagents is reported. These enantiopure products are available through a highly chemo‐, regio‐, diastereo‐, and enantioselective bis(alkylating) cycloisomerization process. A double chirality transfer (central‐to‐axial‐to‐central) observed.
The chiral pentadentate low-spin (S = 1) oxoiron(IV) complex [FeIV(O)(asN4Py)]2+ (2) was synthesized and spectroscopically characterized. Its formation kinetics, reactivity, (enantio)selectivity in an oxygen-atom-transfer reaction investigated detail compared to a similar ligand-containing system.
Binuclear square planar Ni(II) complexes are described, formed by two tridentate ligands with imine-nitrogens coordinating nickel atoms. Such synthetically readily available great structural variety and present new types of ridge-tile-like chiral compounds that reasonably stable in the appropriate "bent" conformation. Enantiomerically pure samples these have been obtained for first time using HPLC a stationary phase. Absolute configurations chiroptical properties fully characterized ECD,...
The combination of aminocatalysis with N-heterocyclic carbene catalysis has been extended to a switchable dual catalytic system, which allowed direct enantioselective entry bridged bicyclo[3.n.1] ring systems and the total synthesis natural product (1R)-suberosanone.
Abstract Access to hydroxy‐functionalized P‐chiral phosphine–boranes has become an important field in the synthesis of P‐stereogenic compounds used as ligands asymmetric catalysis. A family optically pure α and β‐hydroxyalkyl tertiary been prepared by using a three‐step procedure from readily accessible enantiopure adamantylphosphinate, obtained semi‐preparative HPLC on multigram scale. Firstly, two‐step one‐pot transformation affords hydroxyalkyl phosphine oxides good yields...
A family of p-cyclophanes based on bis- or tetrafunctionalized 1,4-bisthiophenol units linked by disulfide bridges was obtained self-assembly a gram scale and without any chromatographic purification. The nature the functionalities borne these so-called dyn[4]arenes plays crucial role their structural features as well molecular recognition abilities. Tuning functions demand yields tailored receptors for cations, anions, zwitterions in organic aqueous media.