"Nitrogen- and sulfur-based Stevens and related rearrangements"
Bach, R.; Harthong, S.; Lacour, J.
In Comprehensive Organic Synthesis, 2nd ed.; Molander, G.; Knochel, P. (Eds.); Elsevier 2014 sous presse
"One-Pot Multi-Component Synthesis and Solid State Structures of Functionally Rich Polyether Macrocycles"
Vishe, M.; Hrdina, R.; Guénée, L.; Besnard, C.; Lacour, J.
Adv. Synth. Catal.2013, sous presse
Densely functionalized polyether macrocycles can be prepared in one pot in yields up to 60% by Rhodium(II)-catalyzed decomposition of methyl diazoacetate in the presence of a variety of substituted or unsaturated 5 and 6 membered ring cyclic ethers. A comprehensive analysis of the solid state conformations of the macrocyclic geometries is detailed as well as novel mechanistic insights about the multi-component condensation reaction.
A direct nitrene insertion into C-N bonds is observed upon treatment of methano-Tröger bases with arylsulfonyl iminophenyliodinanes under copper and dirhodium catalysis. Novel cyclic imino-methano Tröger bases are obtained (55-88%). Enantiopure products (ee ≥ 99%) can be obtained with tailored substrates
149.
"Ring-Expansion Reactions of Binaphthyl Azepines and Ferrocenophanes through Metal-Catalyzed [1,2]-Stevens Rearrangements"
Harthong, S.; Bach, R.; Besnard, C.; Guénée, L.; Lacour, J.
Synthesis2013, 45, 2070-2078archive ouverte unige:28961 texte intégral [accès restreint]
148.
"Chiral Selectivity in the Binding of [4]Helicene Derivatives to Double-Stranded DNA"
Kel, O.; Fürstenberg, A.; Mehanna, N.; Nicolas, C.; Laleu, B.; Hammarson, M.; Albinsson, B.; Lacour, J.; Vauthey, E.
Chem. Eur. J.2013, 19, 7173-7180archive ouverte unige:27926 texte intégral [accès restreint]
The interaction of a series of chiral cationic [4]helicene derivatives, which differ by their substituents, with double-stranded DNA has been investigated by using a combination of spectroscopic techniques, including time-resolved fluorescence, fluorescence anisotropy, and linear dichroism. Addition of DNA to helicene solutions results to a hypochromic shift of the visible absorption bands, an increase of fluorescence quantum yield and lifetime, a slowing down of fluorescence anisotropy decay, and a linear dichroism in flow-oriented DNA, which unambiguously points to the binding of these dyes to DNA. Both helicene monomers and dimeric aggregates, which form at higher concentration, bind to DNA, the former most probably upon intercalation and the latter upon groove binding. The binding constant depends substantially on the dye substituents and is, in all cases, larger with the M than the P enantiomer, by factors ranging from 1.2 to 2.3, depending on the dye.
Silica-enhanced NMR diffusometry can distinguish the signals of diastereoisomeric mixtures of supramolecular ion pairs. The experiment has a shorter timescale than Liquid Chromatography, thus allowing an easier characterization of species that are even configurationally labile on the minutes timescale.
146.
"Synthesis, Structural Analysis and Catalytic Properties of Tetrakis (Binaphthyl or Octahydrobinaphthyl Phosphate) Dirhodium(II,II) Complexes"
Hrdina, R.; Guénée, L.; Moraleda, D.; Lacour, J.
Organometallics2013, 32, 473-479archive ouverte unige:26052 texte intégral [accès restreint]
The X-ray structural analyses of homoleptic Rh(II) complexes made of enantiopure (R)-1,1’-binaphthyl and (R)-(5,5’,6,6’,7,7’,8,8’-octahydro)-binaphthyl phosphate ligands are for the first time presented. The possibility to introduce halogen atoms at the 3,3’-positions is also reported. The isolated dirhodium complexes were further tested as catalysts (1 mol %) in enantioselective cyclopropanations and Si-H insertion reactions.
145.
"Modular Synthesis, Orthogonal Post-Functionalization, Absorption and Chiroptical Properties of Cationic [6]Helicenes"
Torricelli, F.; Bosson, J.; Besnard, C.; Chekini, M.; Bürgi, T.; Lacour, J.
Angew. Chem. Int. Ed.2013, 52, 1796-1800archive ouverte unige:26214 texte intégral [accès restreint]
Novel cationic diaza, azaoxo and dioxo [6]helicenes are readily prepared and functionalized selectively by orthogonal aromatic electrophilic and vicarious nucleophilic substitutions; reduction, cross-coupling or condensation reactions bringing further diversity. Absorption properties up to the near Infra-Red window are tuned thanks to these late-stage transformations. The diaza helicene can be furthermore resolved into single enantiomeric salts of known configuration.
"Absolute Configuration and Enantiodifferentiation of a Hemicryptophane Incorporating an Azaphosphatrane Moiety"
Payet, E.; Dimitrov-Raytchev, P.; Chatelet, B.; Guy, L.; Grass, S.; Lacour, J.; Dutasta, J.-P.; Martinez, A.
Chirality2012, 24, 1077-1081archive ouverte unige:24310 texte intégral [accès restreint]
141.
"Asymmetric Epoxidation Using Iminium Salt Organocatalysts Featuring Dynamically Controlled Atropoisomerism"
Bulman Page, P. C.; Bartlett, C. J.; Chan, Y.; Day, D.; Parker, P.; Buckley, B. R.; Rassias, G. A.; Slawin, A. M. Z.; Allin, S. M.; Lacour, J.; Pinto, A.
J. Org. Chem.2012, 77, 6128-6138archive ouverte unige:21933 texte intégral [accès restreint]
Introduction of a pseudoaxial substituent at a stereogenic centre adjacent to the nitrogen atom in binaphthyl- and biphenyl- derived azepinium salt organocatalysts affords improved enantioselectivities and yields in the epoxidation of unfunctionalized alkenes. In the biphenyl-derived catalysts, the atropoisomerism at the biphenyl axis is controlled by the interaction of this substituent with the chiral substituent at nitrogen.
140.
"Phosphate binding to the [Au(IPr)] moiety: inner vs. outer sphere coordination behaviour"
Gaillard, S.; Rix, D.; Slawin, A. M. Z.; Lacour, J.; Nolan, S. P.
Dalton Trans.2012, 41, 8235-8237archive ouverte unige:21675 texte intégral [accès restreint]
139.
"[4+2] Cycloadducts between enantiopuretetramethyl-BEDT-TTF and ortho-chloranil: conformational issues in the solid state"
Pop, F.; Lacour, J.; Avarvari, N.
Rev. Roum. Chim.2012, 57, 457-462
archive ouverte unige:26399 texte intégral [accès restreint]
138.
"Tripodal europium complex with triangulenium dye: a model bifunctional metallo-organic system"
Hamacek, J.; Besnard, C.; Mehanna, N.; Lacour, J.
Dalton Trans.2012, 41, 6777-6782archive ouverte unige:20423 texte intégral [accès restreint]
A new tripodal ligand has been designed by coupling pyridyldicarbonyl binding strands with a triazatriangulenium platform (TATA). The complexation reaction with europium provides a C3-symmetrical mononuclear compound that is characterized with NMR, ESMS and qualitatively with single-crystal X-ray crystallography. In addition, photophysical studies of this dual emissive system have been performed, since the combination of the TATA fluorophore with trivalent lanthanides is of potential interest for the further development of imaging applications.
137.
"Enol Acetal Synthesis through Carbenoid C—H Insertion into Tetrahydrofuran Catalyzed by CpRu Complexes"
Tortoreto, C.; Achard, T.; Zeghida, W.; Austeri, M.; Guénée, L.; Lacour, J.
Angew. Chem. Int. Ed.2012, 51, 5847-5851archive ouverte unige:21495 texte intégral [accès restreint]
[CpRu(CH3CN)3][PF6] and diimine ligands catalyze the decomposition of α-diazo-β-ketoesters in THF leading to original products of 1,4-C−H insertion. In contrast with previous results, only novel enol-acetal motifs are obtained through intermolecular C-O instead of C-C bond forming reactions.
136.
"Medium-Sized Rings vs Macrocycles through Rhodium-Catalyzed Ring-Expansion Reactions of Cyclic Acetals"
Ballesteros-Garrido, R.; Rix, D.; Besnard, C.; Lacour, J.
Chem. Eur. J.2012, 18, 6626-6631archive ouverte unige:20422 texte intégral [accès restreint]
α-Diazo β-ketoesters and diketones react with cyclic acetals under Rh(II)-catalysis to yield in one-pot unprecedented polyoxygenated 8- and 9-membered rings. The reactions occur under mild conditions with yields up to 90%. The medium-sized ring formation and perfect regioselectivity are direct consequences of Baldwin’s rules.
Nonracemic ethano-bridged Tröger bases are prepared using CuTC-catalyzed decomposition of diazo compounds. Excellent levels of diastereo- and enantio-control (dr and ee up to 12:1 and 95% respectively) are now obtained with aryl diazoketone precursors.
132.
"Chiral anion-based NMR enantiodiscrimination of a dinuclear, cationic Ir(I) NHC complex with a figure-of-eight loop structure"
Liu, X.; Lacour, J.; Braunstein, P.
Dalton Trans.2012, 41, 138-142archive ouverte unige:17761 texte intégral [accès restreint]
A dinuclear Ir(I) complex with a bis-NHC ligand was formed in situ from 1,1’-((4,6-dimethyl-1,3-phenylene)bis(methylene))bis(3-methyl-1H-imidazol-3-ium) in the presence of Cs2CO3 and [Ir(μ-Cl)(cod)]2. Its solid-state structure, determined by X-ray diffraction, shows a figure-of-eight loop with both the P and M enantiomers being present. Solution NMR studies were performed to examine the enantiodiscrimination between them by applying the enantiopure anions tris(tetrachlorobenzenediolato)phosphate(V) (Δ-TRISPHAT) and bis(tetrachlorobenzenediolato)mono([1,10]binaphthalenyl-2,20-diolato)phosphate(V) (Λ-BINPHAT).
"Radical cation salts of BEDT-TTF, enantiopure tetramethyl-BEDT-TTF, and TTF-Oxazoline (TTF-Ox) donors with the homoleptic TRISPHAT anion"
Riobé, F.; Piron, F.; Réthoré, C.; Madalan, A. M.; Gómez-García, C. J.; Lacour, J.; Wallis, J. D.; Avarvari, N.
New J. Chem.2011, 35, 2279-2286archive ouverte unige:17067 texte intégral [accès restreint]
The synthesis and crystal structures of five radical cation salts based on the organic donors bis(ethylenedithio)tetrathiafulvalene, racemic ethylenedithio-methyl-oxazoline-tetrathiafulvalene and the enantiopure tetramethyl-bis(ethylenedithio)tetrathiafulvalene and the D3-symmetric anion tris(tetrachlorobenzenediolato)phosphate(V) TRISPHAT are reported. The donors are fully oxidized and self-assemble in dyads inserted in the channels generated by the packing of the TRISPHAT anions.
130.
"Macrocyclization of Oxetane Building Blocks with Diazocarbonyl Derivatives under Rhodium(II) Catalysis"
Rix, D.; Ballesteros-Garrido, R.; Zeghida, W.; Besnard, C.; Lacour, J.
Angew. Chem. Int. Ed.2011, 50, 7308-7311archive ouverte unige:16745 texte intégral [accès restreint]
Highly concentrated: The title reaction proceeds to afford a rare type of 15-membered polyether macrocycle in up to 84 % yield (R1=alkyl, alkoxy, O-allyl, OCH2CH2Ph; R2=alkyl, Ph; R3=H, Me, Et). This nontemplated macrocyclization is performed in a single pot under high concentration and precludes the usual polymerization.
Using a two-step reduction / metalation procedure, highly stable chiral carbenium ions are transformed into reactive carbanion intermediates. Interesting polar ketone and thioamide products are the results of this umpolung that occurs with complete retention of configuration of the helical backbone.
128.
"CpRu-Catalyzed O-H Insertion and Condensation Reactions of α-Diazocarbonyl Compounds"
Austeri, M.; Rix, D.; Zeghida, W.; Lacour, J.
Org. Lett.2011, 13, 1394-1397archive ouverte unige:14595 texte intégral [accès restreint]
[CpRu(CH3CN)3][PF6] and diimine ligands catalyze together the decomposition of α-diazoacetoacetates leading to O-H insertion and condensation reactions. In comparison with Rh(II) and Cu(I) complexes, the CpRu catalysts produce rapid and often more selective reactions. Promising enantioselectivities are obtained in dioxole syntheses.
Configurationally-stable ethano-Tröger bases are prepared in a single step via the direct Rh(II)-catalyzed reaction of methano-Tröger bases and diazo esters. The process is general, enantiospecific (ee up to 99%), diastereoselective (with a new quaternary carbon center introduction, dr up to 49:1) and regioselective.
126.
"Highly selective additions of hydride and organolithium nucleophiles to helical carbenium ions"
Guin, J.; Besnard, C.; Pattison, P.; Lacour, J.
Chem. Sci.2011, 2, 425-428archive ouverte unige:14469 texte intégral [accès restreint]
Unsymmetrical cationic [4]helicenes react with hydride or organolithium reagents and the two diastereotopic faces can be discriminated with high efficiency (dr up to and higher than 49:1)
"(Cyclopentadienyl)ruthenium-Catalyzed Regio- and Enantioselective Decarboxylative Allylic Etherification of Allyl Aryl and Alkyl Carbonates"
Austeri, M.; Linder, D.; Lacour, J.
Adv. Synth. Catal.2010, 352, 3339-3347archive ouverte unige:12923
(Cyclopentadienyl)tris(acetonitrile)ruthenium hexafluorophosphate {[CpRu(NCMe)3][PF6]} or (cyclopentadienyl)(η6-naphthalene)ruthenium hexafluorophosphate {[CpRu(η6-naphthalene)][PF6]} in combination with a pyridine oxazoline ligand efficiently catalyze the decarboxylative allylic rearrangement of allyl aryl carbonates. Good levels of regio- and enantioselectivity are obtained. Starting from enantioenriched secondary carbonates, the reaction is stereospecific and the corresponding allylic ethers are obtained with net retention of configuration. An intermolecular version of this transformation was also developed using allyl alkyl carbonates as substrates. Conditions were found to obtain the corresponding products with similar selectivity as in the intramolecular process. Through the use of a hemi-labile hexacoordinated phosphate counterion, a zwitterionic air- and moisture-stable chiral ruthenium complex was synthesized and used in the enantioselective etherification reactions. This highly lipophilic metal complex can be recovered and efficiently reused in subsequent catalysis runs.
124.
"Rhodium(II)-Catalyzed One-Pot Four-Component Synthesis of Functionalized Polyether Macrocycles at High Concentration"
Zeghida, W.; Besnard, C.; Lacour, J.
Angew. Chem. Int. Ed.2010, 49, 7253-7256archive ouverte unige:11875
[ Selected as a hot paper. Highlighted in CHIMIA Swiss Science Concentrates. ]
Against conventional wisdom, the rhodium(II)-catalyzed nontemplated macrocyclization of four separate components in one reaction vessel became more efficient as the concentration was increased. Thus, α-diazo-β-ketoesters underwent condensation with 1,4-dioxane, tetrahydrofuran, or tetrahydropyran as the solvent to yield 16- to 18-membered polyether macrocycles in up to 75 % yield (see scheme; R=Me, Et, PhCH2CH2, allyl, PhCHCH2).
123.
"On the Synthesis and Optical Properties of Sulfur-Bridged Analogues of Angulenium Cations and Derivatives"
Nicolas, C.; Bernardinelli, G.; Lacour, J.
J. Phys. Org. Chem.2010, 23, 1049-1056archive ouverte unige:12268
"Chiral Hexacoordinated Phosphates: From Pioneering Studies to Modern Uses in Stereochemistry"
Lacour, J.
C. R. Chimie2010, 13, 985-997archive ouverte unige:11858
120.
"Synthesis, Resolution, and Stabilities of a Cationic Chromenoxanthene [4]helicene"
Guin, J.; Besnard, C.; Lacour, J.
Org. Lett.2010, 12, 1748-1751archive ouverte unige:6001
1,13-Dimethoxychromenoxanthenium – a key intermediate in the synthesis of the classical trioxatriangulenium cation – was isolated and characterized for the first time. This [4]helicene was resolved through a CSP-HPLC procedure; chemical and configurational stabilities being determined and compared.
New functionalized ethano-bridged Tröger bases are readily prepared using a simple alkylation/rearrangement sequence which affords configurationally stable derivatives as single stereoisomers (de > 96%).
"Kinetic Control in the Chiral Recognition of Three-Bladed Propellers"
Bonnot, C.; Aubert, E.; Banerji, N.; Lacour, J.; Espinosa, E.; Chambron, J.-C.
Chem. Eur. J.2010, 16, 5706-5711archive ouverte unige:6579
The ion pair of the stereolabile protonated C3-symmetric diaza-macropentacycle and the configurationally stable Δ-TRISPHAT anion exists in the form of two diastereomers. Herein, it is shown that solvent polarity controls the thermodynamics of the inversion of the cationic propeller. However, both polarity and basicity control the kinetics of exchange.
Three tricyclic (8-membered ring) diquats were prepared and shown to be the first configurationally stable derivatives of their kind. Resolution was achieved using chiral hexacoordinated phosphorus BINPHAT and TRISPHAT anions. Noticeably, these derivatives are the first eight-membered ring derivatives with only three ring constraints to be ever resolved. This manuscript also reports the first procedure to remove TRISPHAT anions after a diastereomeric separation.
Chemical reactions and processes often involve cationic reagents, intermediates or products in prochiral or chiral racemic form. To afford instead non-racemic compounds, an asymmetric ion pairing of the cations with chiral anionic counterions can be considered. This review presents recent examples of the synthesis and use of chiral anions for such stereoselective purposes.
113.
"Highly Efficient NMR Enantiodiscrimination of Chiral Octanuclear Metalla-Boxes in Polar Solvent"
Barry, N. P. E.; Austeri, M.; Lacour, J.; Therrien, B.
Organometallics2009, 28, 4894-4897archive ouverte unige:7050 texte intégral [accès restreint]
Self-assembly tetra(4-pyridyl)porphyrins with the dinuclear p-cymene ruthenium clips affords chiral cationic organometallic boxes. In solution, these complexes assume chiral conformations and a rapid and effective enantiodifferentiation was achieved in the presence of the NMR chiral solvating agent Λ-BINPHAT anion. Only 0.05 to 0.10 equiv is necessary for complete baseline-to-baseline separation of some of the proton signals of the enantiomers. To add to this highly effective discrimination, all experiments were performed in the high-polarity solvent CD3CN, a solvent traditionally not favorable for effective chiral ion-pairing phenomena.
112.
"Vicinal diphosphoniums: electrostatic repulsion under covalent constraint"
Abdalilah, M.; Zurawinski, R.; Canac, Y.; Laleu, B.; Lacour, J.; Lepetit, C.; Magro, G.; Bernardinelli, G.; Donnadieu, B.; Duhayon, C.; Mikolajczyk, M.; Chauvin, R.
Dalton Trans.2009, 8493-8508archive ouverte unige:7951 texte intégral [accès restreint]
A series of five vicinal bis(alkyl-triarylphosphoniums) derived from o-bis(diphenyl-phosphino)benzene (o-dppb) is described. Each of them have been prepared by specific methods, and their formal electrostatic and possible van der Waals strain is compared through the P+···P+ distances in the crystal state. (...)
The addition of a Lewis acidic metal triflate salt Mg(OTf)2 as co-catalyst in the CpRu-catalyzed decarboxylative allylation of in situ-generated ketone enolates allows the reaction to proceed at lower temperature with higher regio- and enantioselectivity. Even so-far-unreactive substrates react.
110.
"Highly enantioselective biphasic iminium-catalyzed epoxidation of alkenes. On the importance of the counterion and of N(sp2)—C(sp3) rotamers"
Novikov, R.; Bernardinelli, G.; Lacour, J.
Adv. Synth. Catal.2009, 351, 596-606archive ouverte unige:7052 texte intégral [accès restreint]
Diastereomeric biaryliminium cations made of an (Ra)-5,5’,6,6’,7,7’,8,8’-octahydrobinaphthyl core and exocyclic appendages derived from (S)- or (R)-3,3-dimethylbutan-2-amine are effective asymmetric epoxidation catalysts for unfunctionalized alkenes. Herein, we report that the negative counterion of the iminium salts has to be chosen wisely. While the hexafluoroantimonate anion [SbF6-] is optimal for reliable results, one has to be careful about other anions and tetraphenylborate [BPh4-] in particular. We also detail that the so far unexplained “lack” of stereochemical control from the chiral exocyclic appendage in this type of catalysts is due to the existence of atropisomers around the N(sp2)—C(sp3) bond that links the azepinium core to the exocyclic stereocenter. Finally, we develop a general model to predict with certainty the high selectivity in the formation of non-racemic epoxides of defined absolute configuration.
109.
"Mounting Freestanding Molecular Functions onto Surfaces: The Platform Approach"
Baisch, B.; Raffa, D.; Jung, U.; Magnussen, O. M.; Nicolas, C.; Lacour, J.; Kubitschke, J.; Herges, R.
J. Am. Chem. Soc.2009, 131, 442-443archive ouverte unige:7043 texte intégral [accès restreint]
A modular system has been developed to mount molecules upright onto metal surfaces in a well controlled geometry. The approach is based on a reactive platform (triazatriangulenium salt) with an electrophilic center. Functional molecules are attached via C−C bond formation. The distance from the surface can be varied by a spacer, and the distance of the functional units from each other by the size of the platform. Self-assembly of the parent triazaangulenium salt as well as the functionalized platforms on Au(111) surfaces results in stable, hexagonally ordered adlayers.
108.
"Conformationally-locked metallomacrocycles – prototypes for a novel type of axial chirality"
Chow, H. S.; Constable, E. C.; Frantz, R.; Housecroft, C. E.; Lacour, J.; Neuburger, M.; Rappoport, D.; Schaffner, S.
New. J. Chem.2009, 33, 376-385archive ouverte unige:7046 texte intégral [accès restreint]
[ Numéro spécial dédié à Jean-Pierre Sauvage à l'occasion de son 65ème anniversaire ]
107.
"NMR Enantiodifferentiation of Quaternary Ammonium Salts of Tröger Base"
Michon, C.; Gonçalves-Farbos, M.-H.; Lacour, J.
Chirality2009, 21, 809-817archive ouverte unige:8004 texte intégral [accès restreint]
[ Proceedings from the 20th International Symposium on Chirality, Geneva, Switzerland, 2008 ]
"Enantioselective and Regioselective Ru-Catalyzed Decarboxylative Etherification of Allyl Aryl Carbonates"
Austeri, M.; Linder, D.; Lacour, J.
Chem. Eur. J.2008, 14, 5737-5741archive ouverte unige:7033 texte intégral [accès restreint]
103.
"Novel Binaphthalene-Amine Catalysts for the Asymmetric Epoxidation of Alkenes"
Page, P. C. B.; Farah, M. M.; Buckley, B. R.; Blacker, A. J.; Lacour, J.
Synlett2008, 1381-1385archive ouverte unige:8458
Using simple organic synthetic transformations, a novel diazaoxatricornan derivative, the 12c-methyl-12-phenyl-8-propyl-12,12c-dihydro-8H-4-oxa-8,12-diazadibenzo[cd,mn]pyrene (6a), was prepared. This novel chiral cup-shaped molecule was isolated in racemic form and in excellent yield after the addition of methyl lithium to the BF4 salt of a novel unsymmetrical diazaoxatriangulenium cation. Compound 6a was found to be stable under classical laboratory conditions—something not obvious considering the extreme stability of the carbenium ion precursor, the electron-rich nature of the core, and the strain induced by the pyramidalization of the central carbon. The enantiomers were readily separated by chiral stationary phase chromatography, and the absolute configuration of (−)-(S)-6a was determined by a comparison of the experimental and theoretical vibrational circular dichroism (VCD) spectra. This isolation of (−)-(S)-6a and (+)-(R)-6a constitutes thus the first report of a nonracemic closed-capped chiral bowl molecule for which the chirality is due to the intrinsic dissymmetry of the central core of the structure only.
101.
"Enantioselective Olefin Epoxidation using Axially Chiral Biaryl Azepinium Salts as Catalysts. Rapid in-situ Screening and Origin of the Stereocontrol"
Novikov, R.; Bernardinelli, G.; Lacour, J.
Adv. Synth. Catal.2008, 350, 1113-1124archive ouverte unige:7051 texte intégral [accès restreint]
100.
"Enantio- and Regioselective CpRu Catalyzed Carroll Rearrangement"
Austeri, M.; Buron, F.; Constant, S.; Lacour, J.; Linder, D.; Müller, J.; Tortoioli, S.
Pure Appl. Chem.2008, 80, 967-977archive ouverte unige:8007 texte intégral [accès restreint]
99.
"Enantioselective [1,2]-Stevens Rearrangement of Quaternary Ammonium Salts. A Mechanistic Evaluation"
Gonçalves-Farbos, M.-H.; Vial, L.; Lacour, J.
Chem. Commun.2008, 829-831archive ouverte unige:7
Using a supramolecular asymmetric ion pairing strategy, an enantioselective [1,2]-Stevens is feasible on substrates devoid of stereogenic quaternary nitrogen atoms.
"Tris(2,4,6-trimethoxyphenyl)methyl Carbenium Ion for Charge Derivatization of Amines and Amino Acids"
Denekamp, C.; Lacour, J.; Laleu, B.; Rabkin, E.
J. Mass Spectrom.2008, 43, 623-627archive ouverte unige:7954 texte intégral [accès restreint]
96.
"Sugar Derived Hexacoordinated Phosphates: Chiral Anionic Auxiliaries with General Asymmetric Efficiency"
Pérollier, C.; Bernardinelli, G.; Lacour, J.
Chirality2008, 20, 313-324archive ouverte unige:25
"Chiral or not chiral? A case study of the hexanuclear metalloprisms [Cp*6M6(μ3-tpt-κN)2(μ-C2O4-κO)3]6+ (M = Rh, Ir, tpt = 2,4,6-tri(pyridin-4-yl)-1,3,5-triazine)"
Govindaswamy, P.; Linder, D.; Lacour, J.; Süss-Fink, G.; Therrien, B.
Dalton Trans.2007, 4457-4463archive ouverte unige:6661 texte intégral [accès libre]
"Bimetallic Iridium(III) Complexes Consisting of Ir(ppy)2 Units (ppy = 2-Phenylpyridine) and Two Laterally Connected N^N Chelates as Bridge: Synthesis, Separation, and Photophysical Properties Bimetallic Iridium(III) Complexes consistin"
Auffrant, A.; Barbieri, A.; Barigelletti, F.; Lacour, J.; Mobian, P.; Collin, J.-P.; Sauvage, J.-P.; Ventura, B.
Inorg. Chem.2007, 46, 6911-6919archive ouverte unige:6912 texte intégral [accès restreint]
89.
"Chiral Concave Imidazolinium Salts as Precursors to Chiral Concave N-Heterocyclic Carbenes"
Winkelmann, O.; Linder, D.; Lacour, J.; Näther, C.; Lüning, U.
Eur. J. Org. Chem.2007, 3687-3697archive ouverte unige:7746 texte intégral [accès restreint]
88.
"Enantioselective olefin epoxidation using novel doubly bridged biphenyl azepines as catalysts"
Novikov, R.; Vachon, J.; Lacour, J.
CHIMIA2007, 61, 236-239archive ouverte unige:7738 texte intégral [accès restreint]
87.
"TRISPHAT-N: A Chiral Hexacoordinated Phosphate Anion with Unique Asymmetric Coordinating Properties"
Constant, S.; Frantz, R.; Müller, J.; Bernardinelli, G.; Lacour, J.
Organometallics2007, 26, 2141-2143archive ouverte unige:6934 texte intégral [accès restreint]
86.
"Enantiodifferentiation of chiral cationic cages using trapped achiral BF4- anions as chirotopic probes"
Frantz, R.; Grange, C. S.; Al-Rasbi, N. K.; Ward, M. D.; Lacour, J.
Chem. Commun.2007, 1459-1461archive ouverte unige:6905 texte intégral [accès restreint]
"Effective HPLC resolution of [4]heterohelicenium dyes on chiral stationary phases using reversed phase eluents"
Villani, C.; Laleu, B.; Mobian, P.; Lacour, J.
Chirality2007, 19, 601-606archive ouverte unige:7741 texte intégral [accès restreint]
81.
"Unusual packing of ET molecules caused by π-π stacking interactions with TRISPHAT molecules in two [ET][TRISPHAT] salts (ET = bis(ethylenedithio)tetrathiafulvalene, TRISPHAT = (tris(tetrachlorobenzenediolato)phosphate(V)))"
Clemente-León, M.; Coronado, E.; Gómez-García, C. J.; Soriano-Portillo, A.; Constant, S.; Frantz, R.; Lacour, J.
Inorg. Chim. Acta2007, 360, 955-960archive ouverte unige:7056 texte intégral [accès restreint]
"Ion-Pairing Effects in the Self-Assembly of a Fluorescent Pseudorotaxane"
Clemente-León, M.; Pasquini, C.; Hebbe-Viton, V.; Lacour, J.; Dalla Cort, A.; Credi, A.
Eur. J. Org. Chem.2006, 105-112archive ouverte unige:7745 texte intégral [accès restreint]
"Matched/Mismatched Interaction of a Cyclic Hexapeptide with Ion Pairs Containing Chiral Cations and Chiral Anions"
Heinrichs, G.; Kubik, S.; Lacour, J.; Vial, L.
J. Org. Chem.2005, 70, 4498-4501archive ouverte unige:6950 texte intégral [accès restreint]
65.
"Resolution of [4]Heterohelicenium Dyes via Unprecedented Pummerer-like Chemistry"
Laleu, B.; Mobian, P.; Herse, C.; Laursen, B. W.; Hopfgartner, G.; Bernardinelli, G.; Lacour, J.
Angew. Chem. Int. Ed.2005, 44, 1879-1883archive ouverte unige:2389 texte intégral [accès restreint]
"Large-Scale Synthesis and Resolution of TRISPHAT [Tris(tetrachlorobenzenediolato) phosphate(V)] Anion"
Favarger, F.; Goujon-Ginglinger, C.; Monchaud, D.; Lacour, J.
J. Org. Chem.2004, 69, 8521-8524archive ouverte unige:6949 texte intégral [accès restreint]
60.
"Synthesis and Stereochemical Properties of Chiral Square Complexes of Iron(II)"
Bark, T.; von Zelewsky, A.; Rappoport, D.; Neuburger, M.; Schaffner, S.; Lacour, J.; Jodry, J. J.
Chem. Eur. J.2004, 10, 4839-4845archive ouverte unige:7762 texte intégral [accès restreint]
59.
"Syntheses of Nonracemic Ortho-Mercurated and Ortho-Ruthenated Complexes of 2-[Tricarbonyl(η6-phenyl)chromium]pyridine"
Djukic, J.-P.; Berger, A.; Pfeffer, M.; de Cian, A.; Kyritsakas-Gruber, N.; Vachon, J.; Lacour, J.
Organometallics2004, 23, 5757-5767archive ouverte unige:6945 texte intégral [accès restreint]
58.
"Unusual Regio- and Enantioselective [1,2]-Stevens Rearrangement of a Spirobi[dibenzazepinium] Cation"
Vial, L.; Gonçalves, M.-H.; Morgantini, P.-Y.; Weber, J.; Bernardinelli, G.; Lacour, J.
Synlett2004, 1565-1568archive ouverte unige:3256
57.
"Chiral Induction in a Ribose-Decorated Metallostar through Intrinsic and Interionic Diastereomeric Interactions"
Constable, E. C.; Frantz, R.; Housecroft, C. E.; Lacour, J.; Mahmood, A.
Inorg. Chem.2004, 43, 4817-4819archive ouverte unige:7019 texte intégral [accès restreint]
"1H, 19F and 31P PGSE NMR Diffusion Studies on Chiral Organic Salts: Ion Pairing and the Dependence of a Diffusion Value on Diastereomeric Structure"
Martínez-Viviente, E.; Pregosin, P. S.; Vial, L.; Herse, C.; Lacour, J.
Chem. Eur. J.2004, 10, 2912-2918archive ouverte unige:7761 texte intégral [accès restreint]
"Novel Heteroleptic cis-(C^N2)Pd(II) Chelates for the Preparation of Enantiopure Planar Chiral Cyclopalladated 2-[tricarbonyl(η6-phenyl)chromium]pyridine"
Berger, A.; Djukic, J.-P.; Pfeffer, M.; de Cian, A.; Kyritsakas-Gruber, N.; Lacour, J.; Vial, L.
Chem. Commun.2003, 658-659archive ouverte unige:6966 texte intégral [accès restreint]
45.
"Comparison of the NMR Enantiodifferentiation of a Chiral Ruthenium(II) Complex of C2 Symmetry Using the TRISPHAT Anion and a Lanthanide Shift Reagent"
Bruylants, G.; Bresson, C.; Boisdenghien, A.; Pierard, F.; Kirsch-De Mesmaeker, A.; Lacour, J.; Bartik, K.
New J. Chem.2003, 27, 748-751archive ouverte unige:7022 texte intégral [accès restreint]
44.
"Synthesis, Enantiomeric Conformations, and Stereodynamics of Aromatic ortho-Substituted Disulfones"
Lacour, J.; Monchaud, D.; Mareda, J.; Favarger, F.; Bernardinelli, G.
Helv. Chim. Acta2003, 86, 65-81archive ouverte unige:7832 texte intégral [accès restreint]
43.
"NMR Evaluation of the Configurational Stability of Cu(I) Complexes"
Desvergnes-Breuil, V.; Hebbe, V.; Dietrich-Buchecker, C.; Sauvage, J.-P.; Lacour, J.
Inorg. Chem.2003, 42, 255-257archive ouverte unige:7016 texte intégral [accès restreint]
"Crystal Packing Interpretation of the Association of Chiral Threefold Propellor Ions: Trisphat Anion With a Triarylcarbenium Cation"
Lacour, J.; Bernardinelli, G.; Russell, V.; Dance, I.
CrystEngComm2002, 4, 165-170archive ouverte unige:7915 texte intégral [accès restreint]
35.
"Ion-Pair Mediated Asymmetric Synthesis of a Configurationally Stable Mononuclear Tris(diimine) Iron(II) Complex"
Monchaud, D.; Jodry, J. J.; Pomeranc, D.; Heitz, V.; Chambron, J.-C.; Sauvage, J.-P.; Lacour, J.
Angew. Chem. Int. Ed.2002, 41, 2317-2319archive ouverte unige:6975 texte intégral [accès restreint]
"1H and 31P NMR Determination of the Enantiomeric Purity of Quaternary Phosphonium Cations Using TRISPHAT as Chiral Shift Agent"
Ginglinger, C.; Jeannerat, D.; Lacour, J.; Jugé, S.; Uziel, J.
Tetrahedron Lett.1998, 39, 7495-7498archive ouverte unige:7003 texte intégral [accès restreint]
19.
"Diastereoselektive Ionenpaarbildung des TRISPHAT-Anions mit Tris(4,4'-dimethyl-2,2'-bipyridin)eisen(II)"
Lacour, J.; Jodry, J. J.; Ginglinger, C.; Torche-Haldimann, S.
Angew. Chem.1998, 110, 2522-2524archive ouverte unige:7807 texte intégral [accès restreint]
18.
"Ion Pair Chromatographic Resolution of Tri(diimine)ruthenium(II) Complexes Using TRISPHAT Anions as Resolving Agents"
Lacour, J.; Torche-Haldimann, S.; Jodry, J. J.; Ginglinger, C.; Favarger, F.
Chem. Commun.1998, 1733-1734archive ouverte unige:7801 texte intégral [accès restreint]
17.
"Asymmetric Recognition of TRISPHAT Anion. Unusually High Difference in Reactivity of the Pseudoenantiomers of Cinchona Alkaloids"
Lacour, J.; Ginglinger, C.; Favarger, F.
Tetrahedron Lett.1998, 39, 4825-4828archive ouverte unige:7001 texte intégral [accès restreint]
16.
"Simple Ion Exchange Procedure of Common Anions to TRISPHAT. Application to the Purification of Cationic Species"
Lacour, J.; Barchéchath, S.; Jodry, J. J.; Ginglinger, C.
Tetrahedron Lett.1998, 39, 567-570archive ouverte unige:7004 texte intégral [accès restreint]
"Synthese und Trennung der Enantiomere des konfigurationsstabilen Tris(tetrachlorbenzoldiolato)phosphat(V)-Ions"
Lacour, J.; Ginglinger, C.; Grivet, C.; Bernardinelli, G.
Angew. Chem.1997, 109, 660-662archive ouverte unige:6973 texte intégral [accès restreint]
12.
"Approaches to the Synthesis of the Vancomycin antibiotics. Synthesis of Orienticin C (Bis-dechlorovancomycin) Aglycon"
Evans, D. A.; Barrow, J. C.; Watson, P. S.; Ratz, A. M.; Dinsmore, C. J.; Evrard, D. A.; DeVries, K. M.; Ellman, J. A.; Rychnovsky, S. D.; Lacour, J.
J. Am. Chem. Soc.1997, 119, 3419-3420archive ouverte unige:7855 texte intégral [accès restreint]
11.
"Applications of the β-Azidonation Reaction to Organic Synthesis. α,β-Enones, Conjugate Addition, and γ-Lactam Annulation"
Magnus, P.; Lacour, J.; Evans, P. A.; Rigollier, P.; Tobler, H.
J. Am. Chem. Soc.1998, 120, 12486-12499archive ouverte unige:7858 texte intégral [accès restreint]
10.
"N-Methyl Azidonation of N,N-Dimethylarylamines with the Iodosylbenzene/Trimethylsilylazide Reagent Combination and some Reactions of α-Azidomethylamines"
Magnus, P.; Lacour, J.; Weber, W.
Synthesis1998, 547-551
"Hypervalent Iodine Chemistry: New Oxidation Reactions Using the Iodosylbenzene-Trimethylsilyl Azide Reagent Combination. Direct α- and β-Azido Functionalization of Triisopropylsilyl Enol Ethers"
Magnus, P.; Lacour, J.; Evans, P. A.; Roe, M. B.; Hulme, C.
J. Am. Chem. Soc.1996, 118, 3406-3418archive ouverte unige:7852 texte intégral [accès restreint]
"New Trialkylsilyl Enol Ether Chemistry: New Regiospecific Methodology for the Synthesis of α,β-Unsaturated Cyclic Ketones"
Magnus, P.; Evans, A.; Lacour, J.
Tetrahedron Lett.1992, 33, 2933-2936archive ouverte unige:6608
texte intégral
CH2).
