Laurent Plasseraud

Laurent Plasseraud
University of Burgundy | UB · Institut de Chimie Moléculaire de l'Université de Bourgogne (ICMUB)

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138
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Publications (138)
Article
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The title compound, C 13 H 16 O 3 [ GE-isoEu ; systematic name: 2-({2-methoxy-4-[( E )-1-propen-1-yl]phenoxy}methyl)oxirane], which crystallizes in the triclinic P \overline{1} space group, was synthesized in one step from iso- eugenol, a bio-based phenylpropanoid, with an excess of epichlorohydrin. Colourless prismatic crystals suitable for X-ray...
Poster
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Extracellular polymeric substances (EPS) are complex macromolecules involved in different processes such as biofilm formation and mineral precipitation. EPS is produced during microbial growth, and the amount and the proprieties depend on environmental conditions, such as nutrients, light, and pH. Excessive production of EPS can occur during phytop...
Article
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The role of culture conditions on the production of exopolymeric substances (EPS) by Synechococcus strain PCC7942 was investigated. Carbonate mineral precipitation in these EPS was assessed in forced precipitation experiments. Cultures were grown in HEPES-buffered medium and non-buffered medium. The pH of buffered medium remained constant at 7.5, b...
Article
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Crystallization of [(Ph3Sn)2SeO4] ⋅ 1.5H2O in methanol leads to the formation of [{(Ph3Sn)2SeO4} ⋅ CH3OH]n (1) which constitutes a new specimen of organotin(IV) selenate derivatives. In the solid state, complex 1 is arranged in polymeric zig-zag chains, composed of alternating Ph3Sn and SeO4 groups. In addition, pendant Ph3Sn ⋅ CH3OH moieties are b...
Article
Full-text available
Molluscan shells are among the most fascinating research objects because of their diverse morphologies and textures. The formation of these delicate biomineralized structures is a matrix-mediated process. A question that arises is what are the essential components required to build these exoskeletons. In order to understand the molecular mechanisms...
Article
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Single-crystal X-ray diffraction structures of organotin compounds bearing hemicarbonate and carbonate ligands were recently reviewed by us—“CO2 Derivatives of Molecular Tin Compounds. Part 1: Hemicarbonato and Carbonato Complexes”, Inorganics2020, 8, 31—based on crystallographic data available from the Cambridge Structural Database. Interestingly,...
Article
Two new salts composed of the diprotonated 1,4-diazabicyclo[2.2.2]octane (DABCO) molecule as the cations and bromide and hydrogen oxalate as the anions have been isolated and structurally characterized by X-ray diffraction analysis. The salt [DABCOH 2 ]{[HC 2 O 4 ][Br]} ( 1 ) crystallizes in the orthorhombic system, space group P 2 1 2 1 2 1 with a...
Article
Full-text available
Molluscs are known for their ability to produce a calcified shell resulting from a genetically controlled and matrix-mediated process, performed extracellularly. The occluded organic matrix consists of a complex mixture of proteins, glycoproteins and polysaccharides that are in most cases secreted by the mantle epithelium. To our knowledge, the mod...
Article
Full-text available
Dissolution of [( μ -Me 2 C O ) 3 (NaTp * ) 2 ] ( 1 ) (Tp* = hydrido-tris(3,5-dimethyl-1-pyrazolyl)borate) in DMSO at room temperature leads to the growth of colourless crystals characterized as the new salt [Na 2 Tp * ( μ -Me 2 S O ) 3 (Me 2 S O ) 3 ] [NaTp *2 ] ( 2 ). 2 crystallized in the trigonal space group R3 with Z = 3 , a = 14.1227(2) Å, b...
Article
Full-text available
This review focuses on organotin compounds bearing hemicarbonate and carbonate ligands, and whose molecular structures have been previously resolved by single-crystal X-ray diffraction analysis. Most of them were isolated within the framework of studies devoted to the reactivity of tin precursors with carbon dioxide at atmospheric or elevated press...
Article
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This work explores the use of supercritical carbon dioxide (sc-CO2) conditions as an innovative and environmentally friendly treatment of plant fibres to optimize their performance for integration into composite materials. This study evaluates, in particular, the influence of this treatment on the mechanical, thermal, hygroscopic properties and bio...
Article
Molluscs are one of the most diversified phyla among metazoans. Most of them produce an external calcified shell, resulting from the secretory activity of a specialized epithelium of the calcifying mantle. This biomineralization process is controlled by a set of extracellular macromolecules, the organic matrix. In spite of several studies, these co...
Article
Full-text available
Molluscs, the largest marine phylum, display extraordinary shell diversity and sophisticated biomineral architectures. However, mineral-associated biomolecules involved in biomineralization are still poorly characterized. We report the first comprehensive structural and biomolecular study of Spondylus gaederopus, a pectinoid bivalve with a peculiar...
Article
Full-text available
The present work investigates the effects of an environmentally friendly treatment based on supercritical carbon dioxide (scCO2) on the interfacial adhesion of flax fibers with thermoset matrices. In particular, the influence of this green treatment on the mechanical (by single yarn tensile test), thermal (by TGA), and chemical (by FT-IR) propertie...
Article
Full-text available
Epoxy resin plays a key role in composite matrices and DGEBA is the major precursor used. With the aim of favouring the use of bio resources, epoxy resins can be prepared from lignin. In particular, diglycidyl ether of isoeugenol derivatives are good candidates for the replacement of DGEBA. This article presents an effective and eco-friendly way to...
Article
A bio-based reactive phosphate flame retardant derived from iso-eugenol was synthesized and fully characterized (1H,13C,31P NMR, FTIR, MS) with the aim of improving flame retardancy behavior of bio-based epoxy thermosets. This new green flame retardant, diepoxy-iso-eugenol phenylphosphate (DEpiEPP) was then copolymerized either with conventional di...
Article
Full-text available
The reaction between ethylamine and oxalic acid in water in a 1:1 molar ratio afforded the title salt, C 2 H 8 N ⁺ ·C 2 HO 4⁻ ·0.5C 2 H 2 O 4 . The hydrogen oxalate anions interact through hydrogen bonding and are organized into a chains propagating along the c -axis direction. The chains are connected to the neighbouring cations and oxalic acid mo...
Article
Full-text available
The extensive use of mollusc shell as a versatile raw material is testament to its importance in prehistoric times. The consistent choice of certain species for different purposes, including the making of ornaments, is a direct representation of how humans viewed and exploited their environment. The necessary taxonomic information, however, is ofte...
Article
Full-text available
The reaction between equimolar amounts of propane-1,3-diamine and molybdenum trioxide in water led to the formation of single crystals of the title salt, (C 3 H 12 N 2 )[MoO 4 ]. The asymmetric unit is comprised of one propane-1,3-diammonium cation and one molybdate anion. The latter is isolated in the structure and has a slightly distorted tetrahe...
Article
The polymeric organotin(IV) selenate complex [(Me 3 Sn) 3 (SeO 4 )(OH)] n ( 1 ) has been isolated as single crystals from the reaction of [(Me 2 NH 2 ) 2 SeO 4 ] and Me 3 SnCl in methanol. In the solid state, compound 1 was characterized by X-ray diffraction analysis, Fourier transform-infrared spectroscopy, and elemental analysis. 1 crystallizes i...
Article
This review focuses on organotin compounds exhibiting Sn–O–Se moieties, the molecular structures of which have been previously resolved by single-crystal X-ray diffraction analysis. Three distinct classes of compounds have been identified. Thus, the various modes of coordination of selenite, selenate and organoseleninate anions with tin atoms of or...
Article
Full-text available
Welcome to this themed issue of New Journal of Chemistry entitled “Equilibrium Solution Coordination Chemistry”.
Article
To construct calcium carbonate skeletons of sophisticated architecture, scleractinian corals secrete an extracellular skeletal organic matrix (SOM) from aboral ectodermal cells. The SOM, which is composed of proteins, saccharides, and lipids, performs functions critical for skeleton formation. Even though polysaccharides constitute the major compon...
Article
Two novel C,N-chelated organotin(IV) complexes bearing weakly coordinating carborane moieties were prepared by the reaction of the corresponding C,N-chelated organotin(IV) chloride (i.e. LCNR2SnCl, R = n-Bu (1) and Ph (2); LCN = 2-(N,N-dimethylaminomethyl)phenyl)-) with monocarba-closo-dodecaborate silver salt (AgCB11H12; Ag.3). Both products of th...
Article
Biobased diepoxy synthons derived from isoeugenol, eugenol or resorcinol (DGE-isoEu, DGE-Eu and DGER, respectively) have been used as epoxy monomers in replacement of the diglycidyl ether of bisphenol A (DGEBA). Their curing with six different biobased anhydride hardeners leads to fully biobased epoxy thermosets. These materials exhibit interesting...
Article
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French Polynesia is renowned for the production of Tahitian black pearl. These gems are obtained by grafting a nucleus into the gonad of a receiving oyster together with a graft, i.e. a small section of mantle tissue of a donor oyster. This procedure initiates the formation of a pearl sack around the nucleus, and subsequently, the deposition of con...
Article
Solvent‐free microwave‐assisted synthesis was carried out to prepare 2,3‐dihydroxypropyl decanoate, by esterification of decanoic acid in the presence of two distinct glycerol derivatives, glycidol, and glycerol carbonate, respectively. The process described is based on microwaves heating source with electrical power in the range of 200–400 W, invo...
Article
Organotin(IV) compounds are known to promote the direct synthesis of organic carbonates from carbon dioxide and alcohols. In the past, structural studies have highlighted that the carbonato moiety is a recurring ligand of tin species collected during CO2 pressurized reactions. In a mimetic approach and in order to achieve an available and recyclabl...
Article
Full-text available
The diep-oxy monomer, C13H16O4 {DGE-Eu; systematic name: 2-[3-meth-oxy-4-(oxiran-2-ylmeth-oxy)benz-yl]oxirane}, was synthesized from eugenol by a three-step reaction. It consists of a 1,2,4-tris-ubstituted benzene ring substituted by diglycidyl ether, a meth-oxy group and a methyl-oxirane group. The three-membered oxirane rings are inclined to the...
Article
Two new dialkyammonium selenate salts [i-Pr2NH2]2[SeO4] (1) and [n-Bu2NH2][HSeO4] (2) have been isolated and characterized by single-crystal X-ray diffraction. Salt 1 crystallizes in the monoclinic system, space group P21/n with a=8.7190(5), b=8.8500(4), c=22.5953(9) Å, β=94.6290(17)°, V=1737.84(14) ų and Z=4. Salt 2 crystallizes in the monoclinic...
Article
The reaction of N,N,N′,N′-tetramethyl guanidine, NHC(N(CH3)2)2 (TMGD) and CdBr2·4H2O in ethanol led to the formation of [TMGDH][CdBr3] (1), which crystallizes in the monoclinic space group Cc with Z=4, a=8.9079(7) Å, b=18.5810(14) Å, c=8.1637(6) Å, β=107.953(3)°, and V=1285.44(17) ų. In the crystal lattice, 1 is organized in one-dimensional anioni...
Article
Full-text available
Single crystals of the title molecular salt, C 4 H 7 N 2 + ·HC 2 O 4 − ·2H 2 O, were isolated from the reaction of 2-methyl-1 H -imidazole and oxalic acid in a 1:1 molar ratio in water. In the crystal, the cations and anions are positioned alternately along an infinite [010] ribbon and linked together through bifurcated N—H...(O,O) hydrogen bonds....
Article
A novel lignin-based synthon, diglycidylether of iso-eugenol (DGE-isoEu) is used as a prepolymer for the preparation of thermosetting resins. DGE-isoEu is synthesized in a two-step procedure with a satisfactory yield from bio-based iso-Eugenol (isoEu, 2-Methoxy-4-(1-propenyl)phenol) catalytically fragmented from lignin in an organosolv process. DGE...
Article
Although oxazolidinones are valuable intermediate compounds for industrial applications, no synthetic method is suitable for their production on a large scale owing to the use of reagents/catalysts that are hazardous or toxic to human health or ecotoxic for the environment. In this manuscript, we describe new and efficient catalysts, that is, the n...
Article
Full-text available
The zebra mussel Dreissena polymorpha is a well-established invasive model organism. Although extensively used in environmental sciences, virtually nothing is known of the molecular process of its shell calcification. By describing the microstructure, geochemistry and biochemistry/proteomics of the shell, the present study aims at promoting this sp...
Article
Full-text available
In the structure of the hydrated title salt, (C 4 H 7 N 2 ) 2 [Sn(C 2 O 4 ) 2 (OH) 2 ]·H 2 O, the asymmetric unit comprises one stannate(IV) dianion, two organic cations and one water molecule of crystallization. The [Sn(C 2 O 4 ) 2 (OH) 2 ] 2− dianion consists of an Sn IV atom chelated by two oxalate anions and coordinated by two OH − ligands in a...
Article
The reaction of bis(2-methyl-1H-imidazol-3-ium) oxalate, [C4H7N2]2[C2O4], and bis(triphenyltin) oxalate, [(Ph3Sn)2(C2O4)], in methanol at room temperature yielded the formation of 2-methyl-1H-imidazol-3-ium catena-O,O′-oxalatotriphenylstannate, [C4H7N2][Ph3Sn(C2O4)] (1), which crystallizes in the monoclinic space group P21/c with Z=8, a=16.9334(14)...
Article
Reaction of dimethyl N-cyanodithioiminocarbonate, NCNC(SCH3)2 (L), and SnPh3Cl led to the formation of [ClPh3SnNCNC(SCH3)2] (1) which crystallizes in the monoclinic space group C2/c with Z=8, a=19.152(2) Å, b=12.8659 (16) Å, c=19.063(3) Å, β=108.608(3) and V=4451.6(10) Å3. The structure of 1 consists of a SnPh3 moiety trans-coordinated in apical po...
Article
Reaction of potassium hydrotris(pyrazol-1-yl)borate (KTp) and n-BuSnCl3 at room temperature led to the quantitative formation of TpSn(Cl)2(n-Bu) (1). Colorless single crystals were obtained from a mixture of toluene/dichloromethane and were characterized as TpSn(Cl)2(n-Bu)·½ toluene. Complex 1 crystallizes in the triclinic P1̅ space group, with Z=2...
Article
An undecylenic acid-based monoglyceride prepared from glycidol and undecylenic acid is used as suitable and tunable synthon for polymerization applications. Epoxidation and acrylation reactions lead to photopolymerizable monomers while transesterification with dimethyl carbonate, metathesis and aminolysis reactions provide access to polyhydroxyuret...
Article
Full-text available
The crystal structure of the title salt adduct, 2C6H14N+·C4H4O4 2−·C4H6O4, consists of two cyclo­hexyl­ammonium cations, one succcinate dianion and one neutral succinic acid mol­ecule. Succinate dianions and succinic acid mol­ecules are self-assembled head-to-tail through O—H⋯O hydrogen bonds and adopt a syn–syn configuration, leading to a strand-l...
Article
Full-text available
Single crystals of the title salt, Me2NH2 +·HC2O4 −·0.5H2C2O4, were isolated as a side product from the reaction involving Me2NH, H2C2O4 and Sn(n-Bu)3Cl in a 1:2 ratio in methanol or by the reaction of the (Me2NH2)2C2O4 salt and Sn(CH3)3Cl in a 2:1 ratio in ethanol. The asymmetric unit comprises a di­methyl­ammonium cation (Me2NH2 +), an hydrogenox...
Article
Full-text available
The tin(IV) atom in the complex anion of the title salt, (C4H7N2)[Sn(C2O4)Cl3(H2O)], is in a distorted octa­hedral coordination environment defined by three chlorido ligands, an oxygen atom from a water mol­ecule and two oxygen atoms from a chelating oxalate anion. The organic cation is linked through a bifurcated N-HO hydrogen bond to the free oxy...
Article
A two-step versatile process for telechelic polycarbonates synthesis is described. 1-n-butyl-3-methylimidazolium-2-carboxylate (BMIM-2-CO2) was used as thermolabile precursor of N-heterocyclic carbene (NHC) organocatalyst. In a first step, synthesized branched fatty diols or commercially available linear diols were reacted with an excess of dimethy...
Article
Dialkoxide diorganotin(IV) complexes are known to readily react with carbon dioxide under pressure and they are considered as suitable catalyst precursor models for the direct synthesis of organic carbonates. To gain a better understanding of CO2 insertion processes with Sn-OR bonds, the reactivity of n-Bu2Sn(OCH(CH3)2)2 (2) was investigated using...
Article
Calcified structures of sea urchins are biocomposite materials that comprise a minor fraction of organic macromolecules, such as proteins, glycoproteins and polysaccharides. These macromolecules are supposed to collectively regulate the mineral deposition during the process of calcification. When occluded, they modify the properties of the mineral....
Article
Full-text available
Reaction of oxalic acid and di-phenyl-tin dichloride in the presence of cyclo-hexyl-amine led to the formation of the title salt, (C6H14N)2[Sn(C6H5)2(C2O4)2]. The dianion is made up from an Sn(C6H5)2 moiety cis-coordinated by two chelating oxalate anions, leading to an overall distorted octa-hedral coordination geometry of the Sn(IV) atom. The nega...
Book
The teeth of sea urchins are highly complex composite structures, composed predominantly of high magnesium calcite, and of a minor heterogeneous assemblage of organic macromolecules that are occluded within the mineral. The organic matrix fulfils important functions in mineralization, in addition to giving the mineral phase peculiar mechanical prop...
Article
In the field of biomineralization, the past decade has been marked by the increasing use of high throughput techniques, i.e. proteomics, for identifying in one shot the protein content of complex macromolecular mixtures extracted from mineralized tissues. Although crowned with success, this approach has been restricted so far to a limited set of ke...
Article
The reaction of SeO4 H2 and SnPh3 OH in the presence of n-Bu2 NH led to the formation of [(n-Bu2 NH2)]3[SnPh3(SeO4)2] (1), which crystallizes in the orthorhombic space group P21 21 21 with Z=4, a=16.2509(7) Å, b=17.2412(8) Å, c=17.6881(5) Å, and V=4955.9(3) Å3. The structure of the novel trianion of 1 consists of a SnPh3 moiety trans-coordinated by...
Article
Full-text available
The scleractinian coral Acropora millepora is one of the most studied species from the Great Barrier Reef. This species has been used to understand evolutionary, immune and developmental processes in cnidarians. It has also been subject of several ecological studies in order to elucidate reef responses to environmental changes such as temperature r...
Article
The title compound was isolated from the treatment of Tp*Sn(Cl)(2)Bu (1) with a large excess of sodium hydroxide in a mixture of acetone-water at room temperature. [(Me2CO)(3)(NaTp*)(2)] (2) crystallizes at 4 degrees C as prismatic colorless crystals, in the monoclinic space group P2(1)/c with Z = 4, a = 12.2837(6), b = 24.3197(12), c = 16.9547(8)...
Article
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Single crystals of the title salt, C21H21NH(+)·Cl(-), were isolated as a side product from the reaction involving [(C6H5CH2)3NH]2[HPO4] and Sn(CH3)3Cl in ethanol. Both the cation and the anion are situated on a threefold rotation axis. The central N atom in the cation has a slightly distorted tetra-hedral environment, with angles ranging from 107.7...
Article
The reaction of bis(cyclohexylammonium) 4-nitrophenylphosphate with Me 3SnCl (1:2) under reflux in ethanol yielded the title compound 4-NO2C6H4PO4(SnMe3) 2·H2O (1). The X-ray crystallographic analysis achieved on single crystals obtained by slow evaporation at room temperature revealed the formation of an unexpected supramolecular coordination netw...
Article
Full-text available
The crystal structure of the title compound, (C6H14N)3[Sn(C2O4)2Cl2]Cl·H2O, contains three cyclo-hexyl-ammonium cations, one stannate(IV) dianion, one isolated chloride anion and one lattice water mol-ecule. The cyclo-hexyl-ammonium cations adopt chair conformations. In the complex anion, two bidentate oxalate ligands and two chloride anions in cis...
Article
Full-text available
The title salt, (C6H14N)2[Sn(C2O4)Cl4], was obtained as a by-product from the reaction between 2C6H14N+·C2O4 2−·1.5H2O and SnCl2·2H2O. The cyclo­hexyl­ammonium cation has a chair conformation. The complex anion consists of an oxalate anion chelating the SnCl4 moiety, resulting in a distorted octa­hedral coordination sphere of the SnIV atom with the...