- X-ray Diffraction in Crystallography
- Crystallization and Solubility Studies
- Crystallography and molecular interactions
- Porphyrin and Phthalocyanine Chemistry
- Metal complexes synthesis and properties
- Metal-Organic Frameworks: Synthesis and Applications
- Magnetism in coordination complexes
- Molecular Sensors and Ion Detection
- Luminescence and Fluorescent Materials
- Crystal structures of chemical compounds
- Chemical Synthesis and Analysis
- Asymmetric Synthesis and Catalysis
- Supramolecular Chemistry and Complexes
- Asymmetric Hydrogenation and Catalysis
- Organometallic Complex Synthesis and Catalysis
- Lanthanide and Transition Metal Complexes
- Nanoplatforms for cancer theranostics
- Fluorine in Organic Chemistry
- Organic Chemistry Cycloaddition Reactions
- Synthesis and Biological Evaluation
- Cyclopropane Reaction Mechanisms
- Metal-Catalyzed Oxygenation Mechanisms
- Carbon dioxide utilization in catalysis
- Synthesis and Catalytic Reactions
- Synthetic Organic Chemistry Methods
Université de Bourgogne
2015-2024
Institut de Chimie
2015-2024
Université Bourgogne Franche-Comté
2015-2024
Institut de Chimie Moléculaire de l'Université de Bourgogne
2014-2024
Centre National de la Recherche Scientifique
2015-2024
Maison des Sciences de l’Homme de Dijon
2014-2021
Laboratoire Interdisciplinaire Carnot de Bourgogne
2017-2019
University of Monastir
2015-2016
Institut UTINAM
2012-2014
Osaka University
2013
A series of spirooxindole pyrrolidine derivatives has been synthesized and evaluated for their<italic>in vitro</italic>biological activities. The observed regio- stereoselectivity the cycloaddition reaction rationalized using DFT calculations.
A simple NIR-II emitting water-soluble system has been developed and applied in vitro vivo. In vitro, the fluorophore quickly accumulated 2D 3D cell cultures rapidly reached tumor rodents, showing high contrast for up to 1 week. This very efficient probe possesses all qualities necessary translation clinic as well development of materials.
A series of original spiropyrrolizidine derivatives has been prepared by a one-pot three-component [3 + 2] cycloaddition reaction (E)-3-arylidene-1-phenyl-pyrrolidine-2,5-diones, l-proline, and the cyclic ketones 1H-indole-2,3-dione (isatin), indenoquinoxaline-11-one acenaphthenequinone. We disclose an unprecedented isomerization some spiroadducts leading to new family spirooxindolepyrrolizidines. Furthermore, these cycloadducts underwent retro-1,3-dipolar yielding unexpected regioisomers....
The 1D coordination polymer (CP) [(Me2S)3{Cu2(μ-I)2}]n (1) is formed when CuI reacts with SMe2 in n-heptane, whereas acetonitrile (MeCN), the reaction forms exclusively 2D CP [(Me2S)3{Cu4(μ-I)4}]n (2) containing "flower-basket" Cu4I4 units. product of MeSEt also solvent-dependent, where [(MeSEt)2{Cu4(μ3-I)2(μ2-I)2}(MeCN)2]n (3) "stepped-cubane" units isolated MeCN. In contrast, n-heptane affords [(MeSEt)3{Cu4(μ3-I)4}]n (4) "closed-cubane" clusters. MeSPr provides structurally related...
Incorporating phosphonate groups onto the phenyl substituents of meso -tetraphenylporphyrins proves advantageous for their utilization in photocatalysis.
CuI reacts with SEt(2) in hexane to afford the known strongly luminescent 1D coordination polymer [(Et(2)S)(3){Cu(4)(mu(3)-I)(4)}](n) (1). Its X-ray structure has been redetermined at 115, 235, and 275 K order address behavior of cluster-centered emission is built upon Cu(4)(mu(3)-I)(4) cubane-like clusters as secondary building units (SBUs), which are interconnected via bridging ligands. However, we could not reproduce preparation a composition [(Et(2)S)(3){Cu(4)(mu(3)-Br)(4)}](n) reported...
Abstract A DOTA derivative that contains an anhydride group was readily synthesized by reacting DOTAGA with acetic and its reactivity investigated. Opening the propylamine led to selective formation of one two possible regioisomers. The structure obtained isomer unambiguously determined 1D 2D NMR experiments, including COSY, HMBC, NOESY techniques. This bifunctional chelating agent offers a convenient attractive approach for labeling biomolecules and, more generally, synthesis large range...
Bis(phenylthio)methane (L1) reacts with CuI to yield the 1D-coordination polymer [{Cu4(μ3-I)4}(μ-L1)2]n (1) bearing cubane Cu4I4 clusters as connecting nodes. The crystal structures at 115, 155, 195, and 235 K provided evidence for a phase transition changing from monoclinic space group C2/c P21/c. self-assembly process of bis(p-tolylthio)methane (L2), bis(4-methoxyphenylthio)methane (L3), bis(4-bromo-phenylthio)methane (L4) affords polymers [{Cu4(μ3-I)4}(μ-Lx)2]n (x = 2, 3, or 4). Compounds...
The synthesis and the photophysical studies of first bodipy–DOTA its In(III), Ga(III) Cu(II) complexes are reported. introduction an isothiocyanate handle generates a new bimodal imaging agent capable both optical nuclear imaging.
The efficient synthesis of chiral or achiral tertiary phosphines bearing an o-bromo (or iodo)aryl substituent is described. key step this based on the reaction a secondary phosphine borane with 1,2-dibromo diiodo)arene, owing to formation in situ aryne species presence n-butyllithium. When P-chirogenic boranes were used, corresponding o-halogeno-arylphosphine obtained without racemization moderate good yields and ee up 99%. stereochemistry reaction, complete retention configuration at P...
The synthesis of new B-O BODIPY derivatives functionalized with different alkoxy or diarylalkoxy is described. These compounds were synthesized from the reaction B-F precursors various alcohols and phenols, in presence AlCl3. Water-soluble dyes could be as well this method, specifically by introduction polyethyleneglycol (PEG) groups. A photophysical study was performed, showed that exhibit rich fluorescence properties. Finally, conjugation core has been extended using two distyryl groups,...
A constrained binuclear palladium catalyst system affords selective thioetherification of a wide range functionalized arenethiols with chloroheteroaromatic partners the highest turnover numbers (TONs) reported to date and tolerates large variety reactive functions. The scope this includes coupling thiophenols six- five-membered 2-chloroheteroarenes (i.e., pyridine, pyrazine, quinoline, pyrimidine, furane, thiazole) 3-bromoheteroarenes pyridine furane). Electron-rich congested fluorinated are...
Pd-catalyzed coupling reactions have been used to prepare meso-phosphorylporphyrins. A 2D metal−organic network formed via P═O···Zn axial supramolecular coordination of 5,15-bis(diethoxyphosphoryl)-10,20-diphenylporphyrin is the first example a framework based on phosphorylporphyrin derivatives.
Abstract Metal–organic frameworks constructed by self‐assembly of metal ions and organic linkers have recently been great interest in the preparation porous hybrid materials with a wide variety functions. Despite much research this area large choice building blocks used to fine‐tune pore size structure, it remains challenge synthesise composed polyamines tailor porosity adsorption properties for CO 2 . Herein, we describe rigid microporous three‐dimensional metal–organic framework formula...
A unique pentanuclear cluster within a zeolite-type polymer ([Cu5(μ4-Br)(μ3-Br)2(μ2-Br)2](μ2-MeSPr)3)n (1; void space >81%) and luminescent 1D ([Cu(μ3-I)]4(MeSPr)3)n polymer, 2, are formed when MeSPr reacts with CuBr CuI.
The stereoselective synthesis of P-chirogenic phosphines bearing an o-hydroxyalkyl chelating arm is described. based either on the hydroxyalkylation o-bromophenylphosphines (borane) or their carbonatation and then reduction. with benzaldehyde pivalaldehyde affords a mixture epimers which are isolated by chromatography characterized X-ray structures. Preliminary assays free o-(hydroxyalkyl)phenyl phosphines, as new functional Lewis bases in catalyzed asymmetric aza-MBH reaction, lead to...
A series of dispiropyrrolothiazoles derivatives has been synthesized screened<italic>in vitro</italic>against<italic>Mycobacterium tuberculosis</italic>H37Rv. The observed regio- and stereoselectivity the cycloaddition reaction rationalized by DFT calculations.
P-chirogenic clusters of the cubanes [Cu4I4L4] (L = chiral phosphine) were prepared from (+)- and (−)-ephedrine with L (S)- or (R)-(R)(Ph)(i-Pr)P (with R CH3 (seven steps) C17H35 (10 steps)) e.e. up to 96%. The X-ray structure [Cu4I4((R)-(CH3)(Ph)(i-Pr)P)4] confirmed cubane average Cu···Cu Cu···I distances 2.954 2.696 Å, respectively. corresponding [Cu4I4((S)-(CH3)(Ph)(i-Pr)P)4] was established by comparison powder diffraction patterns, opposite optical activity (R)-ligand-containing...
Four bis‐ammonia ligated cobalt corroles and four mono‐DMSO with different meso ‐aryl substituents on the macrocycle (A 2 B‐ A 3 ‐corroles) were synthesized investigated as to their electrochemical spectroscopic properties under solution conditions. The complexation energies of theoretically calculated illustrate propensity center for penta‐coordination or hexa‐coordination various axial ligands (DMSO, CO, py NH ). structure one hexacoordinate bis‐NH corrole complex was also determined by...
CuI reacts with E-PhS(CH2CH═CHCH2)SPh, L1, to afford the coordination polymer (CP) [Cu2I2{μ-E-PhS(CH2CH═CHCH2)SPh}2]n (1a). The unprecedented square-grid network of 1 is built upon alternating two-dimensional (2D) layers an ABAB sequence and contains rhomboid Cu2(μ2-I)2 clusters as secondary building units (SBUs). Notably, layer A, interconnected by bridging L1 ligands, exclusively dinuclear short Cu···Cu separations [2.6485(7) Å; 115 K]. In contrast, B exhibits distances 2.8133(8) Å. same...
We have explored in this work the stability and reactivity of multiarm cyclam-grafted mesoporous silica samples aqueous solution. A series hybrid materials been prepared by grafting silylated cyclam molecules bearing one, two, or four silyl groups onto both amorphous gel (K60) ordered (SBA15). Under these conditions, moieties are attached to walls via arms. Various physicochemical techniques applied characterize functionalized solids (elemental analysis, 1H−29Si 1H−13C CPMAS NMR, N2...
Abstract Cryptophanes are macropolycyclic cyclophanes constructed from two triply bridged concave cyclotriveratrylene analogues that encapsulate a large range of molecular and monoatomic substrates. Self‐assembled metallo‐organic cryptophanes based on M 2+ –carbonitrile (M = Pd or Pt) interactions have been obtained through the reactions chiral nitrile‐substituted cyclotribenzylenes (CTBs) 1 2 with [M(dppp)][OTf] (dppp 1,3‐bisdiphenylphosphinopropane, OTf triflate) in 2:3 ratios chlorinated...
An efficient synthesis of boronated phosphines with an o-phenylene-bridge prepared from sec-phosphine boranes and using benzyne chemistry is reported. Successive reactions n-BuLi 1,2-dibromobenzene, then boron reagents, afford the o-boronatophenylphosphine derivatives in 71% yields. The use P-chirogenic leads to free retention configuration at P-center after decomplexation. reaction KHF2 affords corresponding trifluoroborated phosphine ee >98%.
A series of bis(pyridine)cobalt corroles with one or three nitrophenyl groups on the meso positions corrole macrocycle were synthesized and characterized as to their electrochemical spectroscopic properties in dichloromethane, benzonitrile, pyridine. The potentials for each electrode reaction measured by cyclic voltammetry electron-transfer mechanisms evaluated analysis data combined UV–visible spectra neutral, electroreduced, electroxidized forms corroles. proposed electronic configurations...
Three cobalt dipyrrin–bisphenol (DPPCo) complexes with different meso-aryl groups (pentafluorophenyl, phenyl, and mesityl) were synthesized characterized based on their electrochemistry spectroscopic properties in nonaqueous media. Each DPPCo undergoes multiple oxidations reductions the potentials, reversibility, number of processes depending specific solution conditions, macrocyclic substituents, type axially coordinated ligands central ion. Theoretical calculations compounds coordination...