0000000000300078

AUTHOR

Emmanuel Lerayer

0000-0001-9573-9497

showing 18 related works from this author

Highly Functionalized Ferrocenes

2020

International audience; Ferrocene is unique among organometallic compounds, and serves notably as a versatile platform towards the production of ligands useful to promote transition metals chemistry. A general limiting aspect of the synthesis of ferrocene derivatives is the efficient access to sophisticated highly functionalized polysubstituted ferrocenes, i. e. bearing four or more substituents replacing hydrogen atoms on the cyclopentadienyl rings. These ferrocene derivatives can bear various functional or/and structuring spectator substituents. Their preparation involves synthetic difficulties resulting from the need of multiple functionalizations coexisting altogether, and satisfying fu…

Thesaurus (information retrieval)Setc.). Thus010405 organic chemistryChemistryOPNhighly functionalized ferrocenes010402 general chemistryN)-01 natural sciencesB)-and (NP)-0104 chemical sciencesInorganic ChemistryWorld Wide WebP')-which include notably (P(PB)-B)compounds[CHIM.COOR]Chemical Sciences/Coordination chemistryEuropean Journal of Inorganic Chemistry
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Planar-Chiral 1,1 '-Diboryl Metallocenes: Diastereoselective Synthesis from Boryl Cyclopentadienides and Spin Density Analysis of a Diborylcobaltocene

2017

International audience; The reaction of nonsubstituted alkali metal cyclopentadienides with haloboranes leads to similar to 90:10 mixtures of isomeric diene products that can be deprotonated to give simple boryl cyclopentadienides. We extended this transformation to the sterically hindered lithium tert-butylcyclopentadienide 1 using FBMe(s)2 (Mes = 2,4,6-trimethylphenyl) and ClBCy2 as electrophiles. The boryl group is selectively introduced in the remote position to minimize steric congestion. The new boryl dienes are obtained as mixtures of isomers, and subsequent deprotonation with MeLi or LiHMDS affords the lithium 1,3-disubstituted cyclopentadienides Sa,b in yields over 95%. Direct asse…

Steric effectselectronDienechemistry.chemical_elementanion recognition[CHIM.INOR]Chemical Sciences/Inorganic chemistry010402 general chemistryPhotochemistryligand01 natural sciencesMedicinal chemistryInorganic Chemistrychemistry.chemical_compoundDeprotonationredox chemistryCobaltocenePhysical and Theoretical ChemistryConformational isomerismbidentate lewis-acids010405 organic chemistryChemistryDiastereomercrystal-structure[ CHIM.INOR ] Chemical Sciences/Inorganic chemistry0104 chemical sciencessubstituted ferrocenesElectrophileLithiumactivationolefin polymerizationboron
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A general diastereoselective synthesis of highly functionalized ferrocenyl ambiphiles enabled on a large scale by electrochemical purification

2017

International audience; A general synthesis of highly functionalized ferrocenes, which include (P,B)- and (N,B)-ambiphiles, has been developed at a multigram scale. Diastereoselective stepwise modification of di-tert-butylated ferrocenes included the unprecedented separation of electroactive species. Bulky alkyl groups on ferrocenes ensure planar chirality of ambiphiles and enforce closer proximity of antagonist Lewis functions.

catalytic applicationsPlanar chirality010402 general chemistryElectrochemistrycarbon-dioxide01 natural sciences[ CHIM ] Chemical SciencesCatalysisMaterials ChemistryOrganic chemistry[CHIM]Chemical Sciences[CHIM.COOR]Chemical Sciences/Coordination chemistryfree hydrogen activationaryl bromidesAlkylchemistry.chemical_classificationcomplexes010405 organic chemistryChemistryligandsdirect arylationMetals and AlloysGeneral ChemistrypalladiumCombinatorial chemistry0104 chemical sciencesSurfaces Coatings and FilmsElectronic Optical and Magnetic Materialsfrustrated lewis pairsCeramics and Compositescoordination chemistry
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A sterically congested 1,2-diphosphino-1'-boryl-ferrocene: synthesis, characterization and coordination to platinum.

2019

International audience; A new class of tritopic ferrocene-based ambiphilic compound has been prepared by assembling diphosphino- and boryl-substituted cyclopentadienides at iron. The presence of five sterically demanding substituents on the ferrocene platform induces conformation constraints, as apparent from XRD and NMR data, but does not prevent chelating coordination to platinum. The Lewis acid moiety is pendant in both the free ligand and the platinum complex.

Steric effects010405 organic chemistryChemistryLigandchemistry.chemical_element010402 general chemistry01 natural sciencesNmr data3. Good health0104 chemical sciencesInorganic Chemistrychemistry.chemical_compoundFerrocenePolymer chemistry[CHIM]Chemical SciencesMoietyChelationLewis acids and basesPlatinumDalton transactions (Cambridge, England : 2003)
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Nanocatalysts for High Selectivity Enyne Cyclization: Oxidative Surface Reorganization of Gold Sub-2-nm Nanoparticle Networks

2021

International audience; Ultrasmall gold nanoparticles (NPs) stabilized in networks by polymantane ligands (diamondoids) were successfully used as precatalysts for highly selective heterogeneous gold-catalyzed dimethyl allyl(propargyl)malonate cyclization to 5-membered conjugated diene. Such reaction usually suffers from selectivity issues with homogeneous catalysts. This control over selectivity further opened the way to one-pot cascade reaction, as illustrated by the 1,6-enyne cycloisomerization–Diels–Alder reaction of dimethyl allyl propargyl malonate with maleic anhydride. The ability to assemble nanoparticles with controllable sizes and shapes within networks concerns research in sensor…

Materials scienceAlkyneLigands010402 general chemistry01 natural sciencesArticleenyne cyclizationCycloisomerizationCascade reactionSelectivity[CHIM.COOR]Chemical Sciences/Coordination chemistryQD1-999chemistry.chemical_classificationdiamondoidsEnyne010405 organic chemistryCombinatorial chemistryHydrocarbonsNanomaterial-based catalyst0104 chemical sciencesChemistrychemistryCyclizationColloidal goldgold sub-2-nm nanoparticlesPropargylnanocatalystsGoldSelectivityJACS Au
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Synthèse et caractérisation de phosphine, borane, amine sur plateforme ferrocène polyfonctionnelle

2016

Ferrocene platforms are useful in coordination chemistry and catalysis thanks to their robustness and versatile functionalization. Ferrocene backbone allows the implantation of several key functional groups in a restricted space, inducing close proximity and potential polyfunctional cooperation (see for instance ferrocenyl polyphosphine chemistry). Ansa ferrocene and ferrocene bearing conformational control inducing groups maximizing the proximity of key groups have been widely reported.The first part of this thesis focuses on the synthesis of new borylated cyclopentadienyl, and their use in formation of borylated metallocenes bearing conformational constraints. NMR analysis and DFT calcula…

Frustrated Lewis pairAmbiphilic ligandCouplage de spinPhosphorusPaire frustrée de Lewis[CHIM.COOR] Chemical Sciences/Coordination chemistryCyclopentadiénureCyclopentadienideBorePhosphore[CHIM.COOR]Chemical Sciences/Coordination chemistryFerroceneNon-bonded spin couplingLigand ambiphileAmineCyclopentadieneBoronMetallocene
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CCDC 1532854: Experimental Crystal Structure Determination

2017

Related Article: Emmanuel Lerayer, Patrice Renaut, Julien Roger, Nadine Pirio, Hélène Cattey, Charles H. Devillers, Dominique Lucas, Jean-Cyrille Hierso|2017|Chem.Commun.|53|6017|doi:10.1039/C7CC02469J

Space GroupCrystallography1-bromo-1'-(diphenylphosphino)-33'-di-t-butylferroceneCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates
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CCDC 1532860: Experimental Crystal Structure Determination

2017

Related Article: Emmanuel Lerayer, Patrice Renaut, Julien Roger, Nadine Pirio, Hélène Cattey, Charles H. Devillers, Dominique Lucas, Jean-Cyrille Hierso|2017|Chem.Commun.|53|6017|doi:10.1039/C7CC02469J

Space GroupCrystallographyCrystal System1-(dimesitylboranyl)-1'-(di-isopropylphosphino)-33'-di-t-butylferroceneCrystal StructureCell ParametersExperimental 3D Coordinates
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CCDC 1532862: Experimental Crystal Structure Determination

2017

Related Article: Emmanuel Lerayer, Patrice Renaut, Julien Roger, Nadine Pirio, Hélène Cattey, Charles H. Devillers, Dominique Lucas, Jean-Cyrille Hierso|2017|Chem.Commun.|53|6017|doi:10.1039/C7CC02469J

1-(dimesitylboranyl)-1'-((pyrrolidinyl)methyl)-33'-di-t-butylferroceneSpace GroupCrystallographyCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates
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CCDC 1474154: Experimental Crystal Structure Determination

2017

Related Article: Emmanuel Lerayer, Patrice Renaut, Stéphane Brandès, Hélène Cattey, Paul Fleurat-Lessard, Ghenwa Bouhadir, Didier Bourissou, and Jean-Cyrille Hierso|2017|Inorg.Chem.|56|1966|doi:10.1021/acs.inorgchem.6b02510

Space GroupCrystallographyCrystal SystemCrystal StructureCell Parameters11'-di-t-butyl-33'-bis(dimesitylboryl)ferrocene n-hexane solvateExperimental 3D Coordinates
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CCDC 1532856: Experimental Crystal Structure Determination

2017

Related Article: Emmanuel Lerayer, Patrice Renaut, Julien Roger, Nadine Pirio, Hélène Cattey, Charles H. Devillers, Dominique Lucas, Jean-Cyrille Hierso|2017|Chem.Commun.|53|6017|doi:10.1039/C7CC02469J

Space GroupCrystallographyCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates1-bromo-1'-(dimesitylphosphino)-33'-di-t-butylferrocene
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CCDC 1532855: Experimental Crystal Structure Determination

2017

Related Article: Emmanuel Lerayer, Patrice Renaut, Julien Roger, Nadine Pirio, Hélène Cattey, Charles H. Devillers, Dominique Lucas, Jean-Cyrille Hierso|2017|Chem.Commun.|53|6017|doi:10.1039/C7CC02469J

Space GroupCrystallographyCrystal SystemCrystal StructureCell Parameters1-bromo-1'-(di-isopropylphosphino)-33'-di-t-butylferroceneExperimental 3D Coordinates
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CCDC 1902394: Experimental Crystal Structure Determination

2019

Related Article: Emmanuel Lerayer, Patrice Renaut, Julien Roger, Nadine Pirio, Hélène Cattey, Paul Fleurat-Lessard, Maxime Boudjelel, Stéphane Massou, Ghenwa Bouhadir, Didier Bourissou, Jean-Cyrille Hierso|2019|Dalton Trans.|48|11191|doi:10.1039/C9DT01921A

Space GroupCrystallographyCrystal System12-bis(diphenylphosphino)-1'-(dimesitylboryl)-3'4-di-t-butylferroceneCrystal StructureCell ParametersExperimental 3D Coordinates
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CCDC 1532861: Experimental Crystal Structure Determination

2017

Related Article: Emmanuel Lerayer, Patrice Renaut, Julien Roger, Nadine Pirio, Hélène Cattey, Charles H. Devillers, Dominique Lucas, Jean-Cyrille Hierso|2017|Chem.Commun.|53|6017|doi:10.1039/C7CC02469J

Space GroupCrystallographyCrystal SystemCrystal StructureCell Parameters1-(dimesitylboranyl)-1'-(dimesitylphosphino)-33'-di-t-butylferrocene pentane solvateExperimental 3D Coordinates
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CCDC 1902395: Experimental Crystal Structure Determination

2019

Related Article: Emmanuel Lerayer, Patrice Renaut, Julien Roger, Nadine Pirio, Hélène Cattey, Paul Fleurat-Lessard, Maxime Boudjelel, Stéphane Massou, Ghenwa Bouhadir, Didier Bourissou, Jean-Cyrille Hierso|2019|Dalton Trans.|48|11191|doi:10.1039/C9DT01921A

Space GroupCrystallography(mu-4-t-butyl-12-bis(diphenylphosphanyl)cyclopenta-24-dien-1-yl)-(2-[bis(246-trimethylphenyl)boranyl]-4-t-butylcyclopenta-24-dien-1-yl)-bis(chloro)-platinum(ii)-iron dichloromethane solvateCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates
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CCDC 1532859: Experimental Crystal Structure Determination

2017

Related Article: Emmanuel Lerayer, Patrice Renaut, Julien Roger, Nadine Pirio, Hélène Cattey, Charles H. Devillers, Dominique Lucas, Jean-Cyrille Hierso|2017|Chem.Commun.|53|6017|doi:10.1039/C7CC02469J

Space GroupCrystallographyCrystal SystemCrystal StructureCell Parameters1-(di-isopropylboranyl)-1'-(diphenylphosphino)-33'-di-t-butylferroceneExperimental 3D Coordinates
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CCDC 1474155: Experimental Crystal Structure Determination

2017

Related Article: Emmanuel Lerayer, Patrice Renaut, Stéphane Brandès, Hélène Cattey, Paul Fleurat-Lessard, Ghenwa Bouhadir, Didier Bourissou, and Jean-Cyrille Hierso|2017|Inorg.Chem.|56|1966|doi:10.1021/acs.inorgchem.6b02510

Space GroupCrystallographyCrystal SystemCrystal StructureCell Parameters(4-t-butylcyclopenta-13-dien-1-yl)(dimesityl)boraneExperimental 3D Coordinates
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CCDC 1532857: Experimental Crystal Structure Determination

2017

Related Article: Emmanuel Lerayer, Patrice Renaut, Julien Roger, Nadine Pirio, Hélène Cattey, Charles H. Devillers, Dominique Lucas, Jean-Cyrille Hierso|2017|Chem.Commun.|53|6017|doi:10.1039/C7CC02469J

Space GroupCrystallographyCrystal System1-(dimesitylboranyl)-1'-(diphenylphosphino)-33'-di-t-butylferroceneCrystal StructureCell ParametersExperimental 3D Coordinates
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