Cédric Desroches

Claude Bernard University Lyon 1, Villeurbanne, Rhône-Alpes, France

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Publications (26)85.51 Total impact

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    ABSTRACT: The synthesis, crystal structure and photophysical properties of the new compound [Mn4(ThiaSO2)2F][K(18-crown-6)], ThiaSO2 = p-tertbutylsulphonylcalix[4]arene, are presented and compared to the ones of [Mn4(ThiaSO2)2F]K. The strong orange luminescence is attributed to the Mn2+ centred 4T1 → 6A1 transition. Its temperature and pressure dependence and quenching by molecular dioxygen are reported. The latter is attributed to energy transfer from the 4T1 state exciting dioxygen to its 1Σ+g state. In the solid state, the quenching is much more efficient in [Mn4(ThiaSO2)2F][K(18-crown-6)] than in [Mn4(ThiaSO2)2F]K. This is attributed to the open pore structure of the former allowing fast diffusion of dioxygen into the crystal lattice.
    Dalton Transactions 03/2015; DOI:10.1039/C5DT00827A · 4.10 Impact Factor
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    ABSTRACT: In this paper, we report the synthesis and description of a new family of polynuclear cobalt(II) complexes. Starting from the same initial compounds but varying the reaction time results in the formation of several new clusters, an original structure based on [Co14][Co4] clusters was obtained, representing the first one-pot synthesis of a cobalt aggregate salt reported in the literature. The synthesis and magnetic properties of these cobalt compounds are discussed. Three of them display a binuclear molecular structure (1-3) with two encapsulated Co(II) ions and show slow relaxation of magnetization at small applied magnetic field (Ueff = 10.7 K for 2 and Ueff = 20.3 K for 3), a characteristic of single-molecule-magnet materials.
    Inorganic Chemistry 12/2013; 53(1). DOI:10.1021/ic4012422 · 4.79 Impact Factor
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    ABSTRACT: Nous reportons la préparation de dérivés O-monoamide thiacalixarènes obtenus à partir de la réaction entre le 5,11,17,23-tetra-tert-butyl-28-(ethoxycarbonyl)methoxy-2,8,14,20-tetrathiacalix[4]arene et différents diamino-alcanes. La réaction, à l’état solide, de cyclisation de la fonction acyléthylènediamine du composé 5,11,17,23-tetra-tert-butyl-28-O-[(N-(2-aminoethyl)aminocarbonyl)-methoxy]thiacalix[4]arene conduisant au composé 5,11,17,23-tetra-tert-butyl-25-[2-imdazoline-methoxy]thiacalix[4]arene est décrite pour la première fois pour la famille des macrocycles calixarèniques. Enfin, des réactions préliminaires attestent que les dérivés O-monoamide-thiacalixarènes sont de bons candidats pour l’obtention de matériaux auto-assemblés ainsi que de bons précurseurs pour la synthèse de bisthiacalix[4]arènes.
    Comptes Rendus Chimie 12/2013; 16(12):1073–1078. DOI:10.1016/j.crci.2013.07.011 · 1.48 Impact Factor
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    ABSTRACT: The capacity of mesoporous silica to be used as filler in nanocomposite polymer–silica has been studied. One constituent of dental resin, triethyleneglycol dimethacrylate (TEGDMA), has been considered and its polymerization has been performed using a light curing process and camphorquinone as initiator. The filling of the silica mesoporosity has been followed using X-ray diffraction, nitrogen adsorption/desorption isotherms, differential scanning and thermo-mechanical analyses, helium density measurements and SEM analysis. These characterizations show that more than 90% of the porous volume is filled with the polymer, when the silica weight% stays below 50%.
    Microporous and Mesoporous Materials 09/2012; 160:41–46. DOI:10.1016/j.micromeso.2012.04.055 · 3.21 Impact Factor
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    ABSTRACT: A clean and partially green route to monoalkyled thiacalix[4]arenes has been demonstrated. We have discovered that tetraalkylammonium halide can cleave selectively one of the two aryl alkyl ethers of dialkylated para-tert-butylthiacalix[4]arenes. Thus, p-tert-butyl thiacalix[4]arenes differently monoalkyled at the lower rim with acetyl, propyl, and benzyl group were synthesized in good yield.
    Tetrahedron Letters 04/2012; 53(16):2088–2090. DOI:10.1016/j.tetlet.2012.02.037 · 2.39 Impact Factor
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    ABSTRACT: Two tetranuclear manganese(II) complexes {K(+)[Mn(4)(ThiaSO(2))(2)(OH)](-)} (1) and {K(+)[Mn(4)(ThiaSO(2))(2)(F)](-)} (2) have been synthesized under solvothermal conditions in methanol with p-tert-butylsulfonylcalix[4]arene (ThiaSO(2)). For both complexes, the structure has been established from single-crystal X-ray diffraction. The two complexes are best described as manganese squares sandwiched between two thiacalixarene macrocycles. In both complexes, in the center of the square formed by the four manganese(II) atoms, the unexpected presence of μ(4)-OH(-) or μ(4)-F(-) gives a negative charge to the cluster. The two tetranuclear complexes exhibit strong orange luminescence behavior resulting from the symbiosis between the ThiaSO(2) and the Mn(2+). Despite similar chemical formulation, (1) and (2) present difference in emission intensity and lifetime τ.
    Dalton Transactions 03/2012; 41(9):2707-13. DOI:10.1039/c2dt11786j · 4.10 Impact Factor
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    ABSTRACT: The development of new photonic materials is a key step toward improvement of existing optical devices and for the preparation of a new generation of systems. Therefore synthesis of photonic hybrid materials with a thorough understanding and control of the microstructure-to-properties relationships is crucial. In this perspective, a new preparation method based on fast gelation reactions using simple dispersion of dyes without strong covalent bonding between dye and matrix has been developed. This new sol-gel method is demonstrated through synthesis of monolithic siloxane-based hybrid materials highly doped by various platinum(II) acetylide derivatives. Concentrations of the chromophores as high as 400 mM were obtained and resulted in unprecedented optical power limiting (OPL) performance at 532 nm of the surface-polished solids. Static and time-resolved photoluminescence of the prepared hybrid materials were consistent with both OPL data and previous studies of similar Pt(II) compounds in solution. The impacts of the microstructure and the chemical composition of the matrix on the spectroscopic properties, are discussed.
    ACS Applied Materials & Interfaces 01/2012; 4(5):2369-77. DOI:10.1021/am2015537 · 5.90 Impact Factor
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    ABSTRACT: Block copolymer self-assembly can be used to get a noble metallic nanoparticle array. The silver nanoparticle array formation inside a mesostructured silica film with the triblock copolymer (PEO)106(PPO)70(PEO)106 (F127) has been studied using Grazing Incidence Small-Angle X-ray Scattering (GISAXS), TEM, and X-ray diffraction analyses. Mesostructure organization essentially occurs during the sodium borohydride reduction process used to form silver nanoparticles. The well-known orthorhombic order, Fmmm space group, appears with (020)orthorhombic plan parallel to the substrate. Such reorganization is explained by the silver ion diffusion occurring along preferential directions toward the film surface. These metallic nanostructures could be potentially used in surface-enhanced Raman scattering, catalysis, or optical devices.
    The Journal of Physical Chemistry C 12/2011; 115(51). DOI:10.1021/jp207207x · 4.84 Impact Factor
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    ABSTRACT: Silver–gold nanoparticles are grown inside mesostructured silica films obtained from block copolymers, using two successive steps: the first one involves silver nanoparticlegrowth. The second step consists of the replacement of the silver with gold. Using two commercial block copolymers, containing polyethylene oxide and polypropylene oxide blocks, mesostructured silica films are suitable “soft” templates for elaborating either spherical gold nanoparticles or nanorods array. Then, a third step involving soft silverreduction allows the preparation of core–shell gold–silvernanostructures. Grazing incidence small-angle X-ray scattering (GISAXS) and Anomalous GISAXS (AGISAXS) analysis are performed using synchrotron radiation on a bimetallic nanoparticles-containing film.
    Journal of Materials Chemistry 08/2011; 21(32):11947-11955. DOI:10.1039/C1JM11331C · 6.63 Impact Factor
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    ABSTRACT: Silver nanoparticles and silver nanowires have been grown inside mesostructured silica films obtained from block copolymers using two successive reduction steps: the first one involves a sodium borohydride reduction or a photoreduction of silver nitrate contained in the film, and the second one consists of a silver deposit on the primary nanoparticles, carried out by silver ion solution reduction with hydroxylamine chloride. We have demonstrated that the F127 block copolymer ((PEO)(106)(PPO)(70)(PEO)(106)), "F type", mesostructured silica film is a suitable "soft" template for the fabrication of spherical silver nanoparticles arrays. Silver spheres grow from 7 to 11 nm upon the second reduction step. As a consequence, a red shift of the surface plasmon resonance associated with metallic silver has been observed and attributed to plasmonic coupling between particles. Using a P123 block copolymer ((PEO)(20)(PPO)(70)(PEO)(20)), "P type", mesostructured silica film, we have obtained silver nanowires with typical dimension of 10 nm x 100 nm. The corresponding surface plasmon resonance is blue-shifted. The hydroxylamine chloride treatment appears to be efficient only when a previous chemical reduction is performed, assuming that the first sodium borohydride reduction induces a high concentration of silver nuclei in the first layer of the porous silica (film/air interface), which explains their reactivity for further growth.
    Langmuir 03/2010; 26(11):8729-36. DOI:10.1021/la904491v · 4.38 Impact Factor
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    ABSTRACT: The synthesis of trans-di(arylalkynyl)diphosphine platinum(II) complexes bearing trialkoxysilane groups is described, as well as the preparation of siloxane-based hybrid materials from organometallic chromophores through a modified sol–gel process. Glass materials prepared from trans-[P(n–Bu)3]2Pt[(C≡C–p–C6H4–C≡C–p–C6H4–CH2O(CO)NH(CH2)3Si(OC2H5)3]2 generally show spectral transmittance, absorption and luminescence similar to that of solutions reported in the literature. Measurements of optical power limiting for the hybrid glass are carried out, and show broadband nonlinear absorption throughout the whole visible wavelength range with clamping values in the range 0.2–7 µJ at 120 mM chromophore concentration. The sol–gel process using urethane-propyltriethoxysilane-functionalized chromophores as precursors appears to be a valid method for formation of robust silicate materials with grafted diarylethynyl Pt(II) complexes for OPL devices.
    Advanced Functional Materials 01/2009; 19(2):235. DOI:10.1002/adfm.200801008 · 10.44 Impact Factor
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    ABSTRACT: We have recently reported a new class of macrocycle, the thiacalixthianthrenes. This paper describes some attempts to modify thiacalixthianthrene and a study of the structure of oxidized derivatives.
    Tetrahedron 08/2007; 63(44). DOI:10.1016/j.tet.2007.05.131 · 2.82 Impact Factor
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    ABSTRACT: The Letter is dedicated to the memory of Dr. J. M. Létoffé and Dr. B. Bonnetot Abstract—New thianthrene based macrocycles with basket shaped structures were prepared by thermal treatment of tetrakis-(N,N 0 -dimethylthiocarbamoyl)-tetra-tert-butyl-thiacalix[4]arene. Their structural characterization as well as the study of the formation mechanisms are presented in this article. The influence of the conformation of the starting thiacalixarene on the reaction is also discussed.
    Tetrahedron Letters 07/2007; 48(31). DOI:10.1016/j.tetlet.2007.06.006 · 2.39 Impact Factor
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    ABSTRACT: Optical limiting materials are developed for applications in protection of optical sensors against laser aggressions. We have studied functionalised macrocycles (thiacalixarenes) and alkynylplatinum(II) derivatives for optical limiting applications. Glass materials based on alkynylplatinum(II) derivatives and macrocycles were prepared through the sol-gel process. The molecular species were grafted to the matrix in order to maximise the concentration and the stability of the final solid-state material. The glass materials were cut and polished to approximately 1.5 mm. The glass materials show broadband optical limiting in the visible wavelength region, for nanosecond laser pulses.
    Proceedings of SPIE - The International Society for Optical Engineering 10/2006; DOI:10.1117/12.688949 · 0.20 Impact Factor
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    ABSTRACT: Two iron(II) complexes, namely [Fe4(L)2]·H2O (1) and [Fe10(L)4Cl4]·2H2O (2), have been synthesised under solvothermal conditions by treating p-tert-butylthiacalix[4]arene (LH4) with FeCl2 in methanol. Compound 1 crystallises in the orthorhombic system (space group Immm) with the unit-cell parameters a = 17.8308(4), b = 19.1372(3), c = 28.8391(6) Å and V = 9840.8(3) Å3 (Z = 2). Compound 2 crystallises in the triclinic system (space group P) with the unit-cell parameters a = 13.8036(4), b = 18.8373(4), c = 20.1978(6) Å, α = 65.772(2)°, β = 74.120(1)°, γ = 71.922(1)° and V = 4487.6(2) Å3 (Z = 1). Compound 1 is a neutral tetranuclear complex and is best described as an iron(II) square sandwiched between two thiacalixarene macrocycles. Each iron centre is six-coordinate in a trigonal-prismatic geometry made up of four phenoxy oxygen atoms plus two sulfur atoms. Compound 2 is a neutral centrosymmetric decanuclear complex and may be viewed as a dimer of double chloro-bridged pentanuclear complexes. Mössbauer spectra of compounds 1 and 2 have been recorded at different temperatures between 80 and 298 K. Each sub-spectrum can be characterised by a quadrupolar doublet corresponding to different iron environments where all iron ions are in high-spin state (S = 2). The hyperfine parameters (quadrupole splitting, isomer shift and line width) as well as the Mössbauer spectra area-ratios are in good agreement with the crystallographic data. The two compounds exhibit magnetic behaviours indicating that antiferromagnetic interactions occur between the iron(II) centres. The simulation of the magnetic susceptibility was done in the case of compound 1 with a single exchange coupling constant (J = –4 cm–1 and g = 2.02) between the iron(II) ions[H = –J(S1S2 + S2S3 + S3S4 + S1S4)]. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)
    Berichte der deutschen chemischen Gesellschaft 01/2006; 2006(2):357 - 365. DOI:10.1002/ejic.200500640 · 2.97 Impact Factor
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    ABSTRACT: Two tetranuclear manganese(II) complexes [Mn(II)4(thiaS)2] (1) and [Mn(II)4(thiaSO)2] (2) have been synthesized under solvothermal conditions in methanol with p-tert-butylthiacalix[4]arene (thiaS) and p-tert-butylsulfinylthiacalix[4]arene (thiaSO). For both complexes, the structure has been established from single-crystal X-ray diffraction. [Mn4(thiaS)2].H2O (1) crystallizes in the orthorhombic Immm (No. 71) space group with the following parameters: a = 18.213 (5) angstroms, b = 19.037 (5) angstroms, c = 29.159 (5) angstroms, V = 10110 (4) angstroms3, and Z = 4. [Mn4(thiaSO)2].H2O (2) crystallizes in the monoclinic C2/m (No. 12) space group with the following parameters: a = 33.046(1) angstroms, b = 19.5363 (8) angstroms, c = 15.7773 (9) angstroms, beta = 115.176 (2) degrees, V = 9218.3 (8) angstroms3, and Z = 4. The two complexes are neutral and are best described as manganese squares sandwiched between two thiacalixarene macrocycles. In both complexes, each manganese center is six-coordinated in a trigonal prismatic geometry with four phenoxo oxygen atoms plus two sulfur atoms for 1 or two oxygen atoms from SO groups for 2. The two tetranuclear complexes exhibit identical magnetic behaviors resulting from antiferromagnetic interactions between the four manganese centers. The simulation of the magnetic susceptibility was done considering a single exchange-coupling constant between the manganese(II) ions, J (H = -J(S1S2 + S2S3 + S3S4 + S1S4)). The best fits give the same result for the two complexes: g = 1.94 and J = -5.57 cm(-1).
    Inorganic Chemistry 12/2005; 44(24):9112-20. DOI:10.1021/ic050507g · 4.79 Impact Factor
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    Materials Research Society symposia proceedings. Materials Research Society 01/2005; 84778:448-11. DOI:10.1557/PROC-847-EE14.3
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    ABSTRACT: Alkynyl platinum derivatives and thiacalixarenes were trapped in solid transparent matrices prepared by the sol-gel process. By using functionalyzed silicon alkoxides, molecular species were grafted to the gel matrix giving a high doping concentration and chemically stable materials. In this communication we present broadband optical limiting performance in the visible wavelength region observed in the prepared materials.
  • Stephane Parola, Cedric Desroches
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    ABSTRACT: The chemistry of the thiacalixarenes is very recent compared to that of similar calixarenes. Several papers have recently reported interesting progress in the chemistry of thiacalixarenes. Until recently most of the reactions concerned the substitutions of the lower rims while only very few were dealing with the upper rims. Indeed it was shown that the macrocycles often behave in a very different way compared to the similar calixarenes, and the well-known reactions such as nitration, bromination or formylation could not be directly transposed to the thiacalixarenes. However many important intermediates for upper-rim substitution were recently reported and are resumed in this paper together with further functionalizations of the upper rims and potential developments in the chemistry and applications of thiacalixarenes. A review with 40 references.
    ChemInform 09/2004; DOI:10.1002/chin.200439241
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    C DESROCHES, V KESSLER, S PAROLA
    Tetrahedron Letters 09/2004; 45(39):7383-7383. DOI:10.1016/S0040-4039(04)01647-8 · 2.39 Impact Factor