Thierry Roisnel

University of Science and Technology Houari Boumediene, Le Retour de la Chasse, Alger, Algeria

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Publications (480)1411.37 Total impact

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    ABSTRACT: A series of new tetracoordinated Ni(II) complexes of general formula NiCl3(L) (Ni1, L = 1-(2-(2-methylimidazole-ethoxy)ethyl)-3,5-dimethylpyrazole; Ni2, L = 1-(2-(1,2-dimethylimizadole-ethoxy)ethyl)-pyrazole; Ni3, L = 1-(2-(1,2-dimethylimizadole-ethoxy)ethyl)-3,5-dimethyllpyrazole; Ni4, L = 1-(2-(2-n-butylimizadole-ethoxy)ethyl)-3,5-dimethylpyrazole) were prepared in high yields. All these complexes were characterized by elemental analysis, and X-ray crystallography was performed for Ni1, Ni2, and Ni3. In the solid state, these nickel complexes are monomeric with the pyrazolyl-ether-imidazolium acting as a monodentate ligand. The positive charge on the imidazolium unit is cancelled out by the negative charge that is provided by the third chloride ion linked to Ni(II), forming a zwitterionic structure. Upon activation with methylaluminoxane (MAO) or ethylaluminum sesquichloride (EASC), these complexes show moderate activity in ethylene oligomerization [TOF = 2100–29 300 (mol C2H4)·(mol Ni−1 h−1)] with good selectivities for 1-butene (80.4–89.8 wt% of total products), which vary according to the ligand environment. Under biphasic conditions, the Ni3/[Bmim]·[AlCl4]/toluene catalytic system proved to be active for ethylene oligomerization with a TOF of 10 700 (mol C2H4)·(mol Ni−1 h−1) and highly selective towards production of 1-butene (90.9 wt%).
    New Journal of Chemistry 09/2015; 39:7234. DOI:10.1039/C5NJ01538C · 3.16 Impact Factor
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    ABSTRACT: Chromium(iii) complexes [CrCl2(L)(THF)] based on monoanionic tridentate ligands [, L = {2-(C4H3N-2'-CH[double bond, length as m-dash]N)C2H4NHPh}; , L = {5-tert-butyl-2-(C4H2N-2'-CH[double bond, length as m-dash]N)C2H3NHPh}; , L = {2-(C4H3N-2'-CH[double bond, length as m-dash]N)C2H4OPh}] have been prepared. Complexes and were converted into the monomeric acetonitrile adducts [CrCl2(L)(NCMe)] [, L = {2-(C4H3N-2'-CH[double bond, length as m-dash]N)C2H4NHPh}; , L = {5-tert-butyl-2-(C4H2N-2'-CH[double bond, length as m-dash]N)C2H3NHPh}] by reaction with acetonitrile at room temperature. All Cr complexes were characterized by IR spectroscopy, elemental analysis, magnetochemistry for , and by X-ray crystallography for and . Upon activation with methylaluminoxane (MAO), chromium precatalysts and showed good activity in ethylene oligomerization (TOF = 47.0-57.0 × 10(3) (mol ethylene)(mol Cr)(-1) h(-1) at 80 °C), producing mostly oligomers (93.0-95.6 wt% of total products). On the other hand, under identical oligomerization conditions, /MAO behaved as a polymerization catalyst generating predominantly polyethylene (73.0 wt%). However, the catalytic behavior of the precatalyst can be adjusted by varying the MAO-to-Cr ratio. Thus, the use of 500 equiv. causes a dramatic shift from polymerization to ethylene oligomerization, eventually producing mainly lighter α-olefin fractions [α-C4 (68.7 wt%) and α-C6 (19.2 wt%)]. A further increase in the amount of MAO (1000 equiv.) leads to a more balanced distribution of oligomers, with a drastic decrease in the α-C4 and increase in the α-C8 fractions.
    Dalton Transactions 08/2015; DOI:10.1039/c5dt02025e · 4.20 Impact Factor
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    ABSTRACT: In the presence of MeI or EtI, N-tert-butyl-1,3-thiazoline-2-thione derivatives undergo a transformation to 2-alkylthio-thiazoledithiolate pro-ligands with elimination of the tert-butyl substituent. The corresponding Au(III) dithiolene complexes [Au(RS-tzdt)2](-) (R = Me, Et) oxidize readily to the neutral radical species, such as the semi-conducting [Au(EtS-tzdt)2]˙, which organizes into dimers in the solid state.
    Dalton Transactions 08/2015; DOI:10.1039/c5dt02534f · 4.20 Impact Factor
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    ABSTRACT: Reaction of [(η(5)-C5Me5)CoCl]2 with a two-fold excess of [LiBH4·thf] followed by heating with an excess of Se powder produces the dicobaltaselenaborane species [{(η(5)-C5Me5)Co}2B2H2Se2], , in good yield. The geometry of resembles a nido pentagonal [Co2B2Se2] bipyramid with a missing equatorial vertex. It can alternatively be seen as an open cage triple-decker cluster. Isolation of permits its reaction with [Fe2(CO)9] to give heterometallic diselenametallaborane [{(η(5)-C5Me5)Co}Fe(CO)3B2H2Se2], . The geometry of is similar to that of with one of the [(η(5)-C5Me5)Co] groups replaced by the isolobal, two-electron fragment [Fe(CO)3]. Both new compounds have been characterized by mass spectrometry, and by (1)H, (11)B and (13)C NMR spectroscopy. The structural architectures have been unequivocally established by crystallographic analysis. In addition, density functional theory calculations were performed to investigate the bonding and electronic properties. The large HOMO-LUMO gaps computed for both clusters are consistent with their thermodynamic stability. Natural bond order calculations predict the absence of metal-metal bonding interaction.
    Dalton Transactions 07/2015; DOI:10.1039/c5dt01511a · 4.20 Impact Factor
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    ABSTRACT: Abstract
    Comptes Rendus Chimie 07/2015; 18(8):808-815. DOI:10.1016/j.crci.2015.06.003 · 1.48 Impact Factor
  • Y Le Gal · D Ameline · N Bellec · A Vacher · T Roisnel · V Dorcet · O Jeannin · D Lorcy
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    ABSTRACT: Different approaches have been studied in order to prepare efficiently the sulfur rich electron acceptor, DEBTTT. Among the various routes used, the one going through the synthesis of a bicyclic derivative, where the thiazole-2-chalcogenone is fused with a 1,3-dithiole-2-one, leads to the target molecule under milder conditions and better yield. Thus, this approach has been explored for the synthesis of a series of acceptors either by modifying the substituent on the thiazole core or by changing the exocyclic chalcogen atoms. All these sulfur rich electron acceptors exhibit short intra- and intermolecular SS contacts in the solid state. Electrochemical investigations show that the nature of the exocyclic chalcogen atom of the thiazole ring has a significant influence on the accepting ability as a cathodic shift of about 220 mV is observed just by changing sulfur for oxygen. This structural modification enables the tuning of the redox properties.
    Organic & Biomolecular Chemistry 07/2015; DOI:10.1039/c5ob01169h · 3.49 Impact Factor
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    ABSTRACT: Amino-ynones can be seen as precursors of various heterocyclic rings. Although γ-amino-ynones have been used to prepare exocyclic vinylogous amides in the presence of Brønsted acids, we describe here the use of zinc chloride as a weak Lewis acid for their conversion into acetylenic cyclic imines. This reaction, which was attempted for a diverse range of γ-amino-ynones, proved to be robust and efficient in most cases and was easily extended to δ-amino-ynones to yield various acetylenic cyclic imines. Depending on the workup procedure, the latter compounds could be isolated either as free organic compounds or as zinc complexes. The ability of these cyclic imines to form complexes with palladium is also reported.
    European Journal of Organic Chemistry 06/2015; 2015(22). DOI:10.1002/ejoc.201500569 · 3.15 Impact Factor
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    ABSTRACT: Ammonium bifluoride was efficiently used (at a 0.5 mol % loading) to catalyze the cyclocondensation between 1,2-arylenediamines and 1,2-dicarbonyl compounds at room temperature in methanol-water, affording quinoxalines and pyrido[2,3-b]pyrazines in excellent yields. Importantly, 2,8-disubstituted quinoxalines and 3-substituted pyrido[2,3-b]pyrazines were regioselectively formed by reacting aryl glyoxals with 3-methyl-1,2-phenylenediamine and 2,3-diaminopyridine, respectively. Analysis of the DFT reactivity indices allowed to explain the catalytic role of ammonium bifluoride.
    Synthesis 05/2015; DOI:10.1055/s-0034-1380678 · 2.44 Impact Factor
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    ABSTRACT: The title mol-ecular salt, C5H10N3 (+)·Cl(-), was obtained as by-product in the attempted synthesis of a histamine derivative. The terminal amino group of the starting material is protonated. The Cimidazole-C-C-N(H3)(+) group in the cation is in an anti conformation with a torsion angle of 176.22 (10)°. In the crystal, cations and anions are linked via N-H⋯N and N-H-Cl hydrogen bonds, forming a two-dimensional network parallel to (10-1). A single weak C-H⋯Cl hydrogen bond completes a three-dimensional network.
    05/2015; 71(5):o301-o302. DOI:10.1107/S2056989015006866
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    ABSTRACT: Single crystals of Ni18Ge12 are grown by chemical transport from a mixture of the elements (quartz tube, 1073 K).
    ChemInform 05/2015; 46(20). DOI:10.1002/chin.201520013
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    ABSTRACT: Tetrathiafulvalenes (TTF) and bis(cyclopentadienyl) molybdenum dithiolene complexes, Cp2Mo(dithiolene) complexes, are known separately to act as good electron donor molecules. For an investigation of the interaction between both electrophores, two types of complexes were synthesized and characterized. The first type has one Cp2Mo fragment coordinated to one TTF dithiolate ligand, and the second type has one TTF bis(dithiolate) bridging two Cp2Mo fragments. Comparisons of the electrochemical properties of these complexes with those of models of each separate electrophore provide evidence for their mutual influence. All of these complexes act as very good electron donors with a first oxidation potential 430 mV lower than the tetrakis(methylthio)TTF. DFT calculations suggest that the HOMO of the neutral complex and the SOMO of the cation are delocalized across the whole TTF dithiolate ligand. The X-ray crystal structure analyses of the neutral and the mono-oxidized Cp2Mo(dithiolene)(bismethylthio)TTF complexes are consistent with the delocalized assignment of the highest occupied frontier molecular orbitals. UV-vis-NIR spectroelectrochemical investigations confirm this electronic delocalization within the TTF dithiolate ligand.
    Inorganic Chemistry 04/2015; 54(10). DOI:10.1021/acs.inorgchem.5b00632 · 4.79 Impact Factor
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    ABSTRACT: We describe in this work several poly ionic hybrid molecular compounds combining, by electrostatic interactions, liquid crystalline ammonium cations and tailor made molybdenum hexanuclear dianionic cluster units. All hybrids show nematic liquid crystalline behaviour below 100°C, no matter the nature of the metallic cluster apical and inner ligands. They also keep the shiny deep red photoluminescence properties of their parent cluster in the nematic phase. This nematic phase remains however quite viscous for all compounds and mixing them with commercially available nematic LC seems mandatory to integrate them in electroswitchable devices. This particularity, conducted us to insert the best candidate in terms of homogeneity and stability of the clustomesogen/commercial LC mixture in a LC cell and study the behaviour toward application of an electric stimulus. We show that application of a 30V AC voltage allows observing a reversible modulation of the photoluminescence signal by about 52%. This work presents the first deep red photoluminescent transition metal clusters containing device directed towards optoelectronic applications.
    04/2015; 3(20). DOI:10.1039/C5TC00632E
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    ABSTRACT: We describe in this work several polyionic hybrid molecular compounds combining by electrostatic interactions. Liquid crystalline ammonium cations and tailor molybdenum hexanuclear dianionic cluster units. All hybrids show nematic liquid crystalline behaviour below 100°C, no matter the nature of the metallic cluster apical and inner ligands. They also retain the shiny deep red photoluminescence properties of their parent cluster in the nematic phase.This nematic phase remains however quite viscous for all compounds and mixing them into electroswitchable devices. This particularity conducted us to insert the best candidate in terms of homogeneity and stability of the clustomesogen / commercial LC mixture into a LC cell and study the behaviour toward the application of an electric stimulus. We show that the application of 30V AC voltage allows observing a reversible modulation of the photoluminescence signal by about 52%. This work presents the first deep red photoluminescent transition metal cluster containing device directed towards optoelectronic applications.
    Journal of Materials Chemistry C 04/2015; 3(20):5111-5356. · 4.70 Impact Factor
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    ABSTRACT: Single crystals of octadecanickel dodecagermanide were grown by chemical transport reaction. The intermetallic compound crystallizes in a superstructure of the hexagonal NiAs type (B8 type). All atoms in the asymmetric unit lie on special positions except one Ni atom (two Ni atoms have site symmetry -6.. and another one has site symmetry .2. while the Ge atoms have site symmetries 32., m .. and 3..). In the structure, the Ni atoms are arranged in 11- or 13-vertex polyhedra (CN = 11–13). The coordination polyhedra of the Ge atoms are bicapped square antiprisms (CN = 10) or 11-vertex polyhedra (CN = 11). The structure exhibits strong Ge...Ni interactions, but no close Ge...Ge contacts are observed. The Ni atoms with CN = 13 form infinite chains along [001] with an Ni—Ni distance of 2.491 (2) Å.
    03/2015; 71(Pt 3):318-20. DOI:10.1107/S2056989015003680
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    ABSTRACT: The title compound, [Mg(C44H24Br4N4)(H2O)2] or [Mg(TBrPP)(H2O)2], where TBrPP is the 5,10,15,20-tetra-kis-(4-bromo-phen-yl)porphyrinato ligand, was obtained unintentionally as a by-product of the reaction of the [Mg(TBrPP)] complex with an excess of di-methyl-glyoxime in di-chloro-methane. The entire mol-ecule exhibits point group symmetry 4/m. In the asymmetric unit, except for two C atoms of the phenyl ring, all other atoms lie on special positions. The Mg(II) atom is situated at a site with symmetry 4/m, while the N and the C atoms of the porphyrin macrocycle, as well as two C atoms of the phenyl ring and the Br atom lie in the mirror plane containing the porphyrin core. The H atoms of the axially bonded water mol-ecule are incompatible with the fourfold rotation axis and are disordered over two sites. In the crystal, mol-ecules are packed in rows along [001]. Weak inter-molecular C-H⋯π and C-H⋯Br inter-actions, as well as O-H⋯Br hydrogen bonds, stabilize the crystal packing.
    03/2015; 71(Pt 3):m73-4. DOI:10.1107/S2056989015003722
  • Bin Li · Christophe Darcel · Thierry Roisnel · Pierre H. Dixneuf
    Journal of Organometallic Chemistry 03/2015; DOI:10.1016/j.jorganchem.2015.02.050 · 2.17 Impact Factor
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    ABSTRACT: Building upon our earlier results on the chemistry of dirutheniunm analogue of pentaborane (9) with heterocumulenes, we continued to investigate the reactivity of arachno-[(Cp*Ru)2(B3H8)(CS2H)], 1, (Cp* = η5-C5Me5) towards group 7 and 8 transition metal carbonyl compounds under photolytic and thermolytic conditions. The metal carbonyl compounds show diverse reactivity pattern with arachno-1. For example, the photolysis of arachno-1 with [Re2(CO)10] yielded [(Cp*Ru)2B3H5(CH2S2){Re(CO)4}2], 2, [(Cp*RuCO)2(µ-H)2(CH2S2){Re(CO)4}{Re(CO)3}], 3 and [(Cp*Ru)2(µ-CO)(µ-H)(CH2S2){Re(CO)3}], 4. The geometry of 2 with a nearly planar eight-membered ring containing heavier transition metals rhenium, ruthenium is unprecedented. Compounds 3 and 4 can be considered as M4-quadrilateral and M3-triangle with a methylenedithiolato ligand attached to the metal centres respectively. [Mn2(CO)10], on the other hand, reacts with arachno-1 to yield heterometallic binuclear [(Cp*RuCO){Mn(CO)4}(µ-H)(SCH3)], 5 and homocubane [(Cp*Ru)2{Mn(CO)3}(CS2H2)B3H4], 6. In an attempt to generate group 8 analogues of 2-5, we performed the reaction of arachno-1 with [Fe2(CO)9] and [Ru3(CO)12]. Although, the objective of isolating analogous compounds was not achieved, the reaction of [Fe2(CO)9] led to novel tetrahedral cluster [(Cp*RuCO){(Fe(CO)3}2S(µ-H)], 7. [Ru3(CO)12], in contrast, yielded known compounds [{Cp*Ru(CO)}2B2H6], 9 and [Cp*Ru(CO)2]2, 10. All the cluster compounds have been characterized by mass spectrometry, IR, and 1H, 11B, and 13C NMR spectroscopy, and the geometric structures were unequivocally established by crystallographic analysis of 2-5 and 7
    Dalton Transactions 02/2015; 44(25). DOI:10.1039/C5DT00179J · 4.20 Impact Factor
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    ABSTRACT: α- and β-Amino-ynones have been largely used to prepare heterocyclic rings in the presence of various electrophiles such as protic acids or gold(I). Herein we disclose the unprecedented formation of pyrrolidine exocyclic vinylogous amides, in place of the expected azepinones or piperidinones, starting from γ-amino-ynones derived from amino acids. The process involves a tandem 1,2-addition of the protected nitrogen to the carbonyl group followed by a Meyer–Schuster rearrangement, which efficiently afforded enantiopure pyrrolidine exocyclic vinylogous amides. The sequence is poorly catalyzed by gold salts, but proved to be very efficient in the presence of methanesulfonic acid.
    European Journal of Organic Chemistry 02/2015; 2014(21). DOI:10.1002/ejoc.201402336 · 3.15 Impact Factor
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    ABSTRACT: Smooth and efficient reaction conditions have been found for the transformation of protected beta-hydroxyacylsilanes into the corresponding aldehydes. This opens a new route to iterative aldol reactions and it has been used for the synthesis of fragments of several bioactive natural products.
    The Journal of Organic Chemistry 01/2015; 46(28). DOI:10.1021/acs.joc.5b00031 · 4.64 Impact Factor
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    ABSTRACT: The synthesis of new fluorinated ruthenium(II) carbene second-generation precatalysts with unsymmetrical N-heterocyclic carbene ligands has been developed. The reaction profiles of these complexes have been studied in RCM with model substrates such as diethyl diallyl- and allylmethallyl-malonate, and CM model reaction of allylbenzene with 1,4-diacetoxybut-2-ene. In olefin metathesis reactions, the new fluorinated second-generation Grubbs complexes exhibit comparable activity with respect to commercially available Grubbs catalysts. On the other hand, in RCM reactions, the Hoveyda-type catalysts present a latent character, which is not present in the classical second-generation Hoveyda catalyst.
    Organometallics 01/2015; 34(11):150112112900005. DOI:10.1021/om501077w · 4.25 Impact Factor

Publication Stats

4k Citations
1,411.37 Total Impact Points

Institutions

  • 2009–2015
    • University of Science and Technology Houari Boumediene
      • Faculty of Chemistry
      Le Retour de la Chasse, Alger, Algeria
  • 2003–2015
    • Université de Rennes 1
      • • UMR CNRS 6118 - Géosciences Rennes
      • • Institut des Sciences Chimiques de Rennes (ISCR) - UMR CNRS 6226
      Roazhon, Brittany, France
  • 1990–2015
    • French National Centre for Scientific Research
      • • Institut de Chimie (INC)
      • • Institut Néel
      Lutetia Parisorum, Île-de-France, France
  • 2013–2014
    • University of Constantine 3
      Cirta, Constantine, Algeria
  • 2002–2013
    • Université de Rennes 2
      Roazhon, Brittany, France
  • 2011
    • Jiangnan University
      • School of Chemical and Material Engineering
      Wu-hsi, Jiangsu Sheng, China
  • 2007
    • Ecole Nationale Supérieure de Chimie de Rennes
      Roazhon, Brittany, France
  • 2000
    • Hungarian Academy of Sciences
      Budapeŝto, Budapest, Hungary