LCC
Yves CANAC
Directeur de Recherche CNRS
Équipe A
+33 (0)5 61 33 32 03
Numéro ORCID : 0000-0002-3747-544X
Yves Canac a obtenu son doctorat en 1996 sous la direction du Pr G. Bertrand à Toulouse. Après un post-doctorat auprès du Pr A. Vasella à l’ETH-Zürich en 1997, il entre au CNRS en 1998 à l’Université d’Orsay. En 2001, il rejoint l’Université de Californie-Riverside, participant à la fondation du Laboratoire commun UCR/CNRS. En 2006, il revient à Toulouse au Laboratoire de Chimie de Coordination du CNRS. En 2014, il est nommé directeur de recherche au CNRS. Ses activités sont principalement centrées sur la chimie des ligands carbonés à des fins fondamentales et appliquées.
Domaines d’expertise – projets en cours
Domaines d’expertise
Chimie du groupe principal, Chimie du phosphore, Chimie de synthèse, Chimie organométallique, Chimie de coordination, Catalyse homogène.
Elaboration de Ligands Carbonés : Des Aspects Fondamentaux aux Applications
Parmi la grande variété de ligands connus à ce jour, les ligands carbonés sont devenus incontournables, notamment avec l’émergence des carbènes N-hétérocycliques. Les ylures de phosphonium qui représentent une catégorie complémentaire de ligands de carbonés neutres, peuvent également se comporter comme des bases de Lewis efficaces en chimie de coordination. Compte tenu des caractéristiques intrinsèques des ligands NHC et ylure, similaires en termes de propriétés électroniques, mais différentes en termes de mode de liaison, nous nous intéressons depuis quelques années au développement de complexes métalliques pouvant contenir ces deux fragments carbonés d’un point de vue fondamental, mais aussi pour des applications dans divers domaines tels que la catalyse homogène.
Production scientifique
Articles dans une revue
- Juliette Zanzi, Zachary Pastorel, Carine Duhayon, Elise Lognon, Christophe Coudret, et al.. Counterion Effects in [Ru(bpy)3](X)2-Photocatalyzed Energy Transfer Reactions. JACS Au, 2024, 4, pp.3049-3057. ⟨10.1021/jacsau.4c00384⟩. ⟨hal-04687774⟩
- Jérémy Willot, Sana Fatima, Carine Duhayon, Noël Lugan, Yves Canac, et al.. Manganese‐Mediated Synthesis of NHC‐Phosphine Ligand Precursors. Helvetica Chimica Acta, In press, pp.e202400009. ⟨10.1002/hlca.202400009⟩. ⟨hal-04522796⟩
- Ekaterina S Gulyaeva, Ruqaya Buhaibeh, Mohamed Boundor, Karim Azouzi, Jérémy Willot, et al.. Impact of the Methylene Bridge Substitution in Chelating NHC‐Phosphine Mn(I) Catalyst for Ketone Hydrogenation. Chemistry - A European Journal, In press, pp.e202304201. ⟨10.1002/chem.202304201⟩. ⟨hal-04522874⟩
- Karim Azouzi, Romane Pointis, Ruqaya Buhaibeh, Pablo Hermosilla Fernández, Lucie Pedussaut, et al.. Hydrogenation of carboxylic esters catalyzed by manganese catalysts supported by bidentate NHC-phosphine ligands. Journal of Catalysis, 2024, 430, pp.115334. ⟨10.1016/j.jcat.2024.115334⟩. ⟨hal-04432103⟩
- Ekaterina S Gulyaeva, Elena S Osipova, Sergey A Kovalenko, Oleg A Filippov, Natalia V Belkova, et al.. Two active species from a single metal halide precursor: a case study of highly productive Mn-catalyzed dehydrogenation of amine-boranes via intermolecular bimetallic cooperation. Chemical Science, 2024, 15 (4), pp.1409-1417. ⟨10.1039/d3sc05356c⟩. ⟨hal-04428086⟩
- Elena S Osipova, Sergey A Kovalenko, Ekaterina S Gulyaeva, Nikolay V Kireev, Alexander A Pavlov, et al.. The Dichotomy of Mn–H Bond Cleavage and Kinetic Hydricity of Tricarbonyl Manganese Hydride Complexes. Molecules, 2023, 28 (8), pp.3368. ⟨10.3390/molecules28083368⟩. ⟨hal-04073711⟩
- Ingrid Popovici, Thibault Tannoux, Cécile Barthes, Carine Duhayon, Nicolas Casaretto, et al.. Phosphonium Ylides vs Iminophosphoranes: The Role of the Coordinating Ylidic Atom in cis -[Phosphine-Ylide Rh(CO) 2 ] Complexes. Inorganic Chemistry, 2023, 62 (5), pp.2376-2388. ⟨10.1021/acs.inorgchem.2c04151⟩. ⟨hal-03962127⟩
- Yves Canac. Carbon‐Phosphorus Ligands with Extreme Donating Character. Chemical Record, 2023, 23 (11), pp.e202300187. ⟨10.1002/tcr.202300187⟩. ⟨hal-04171244⟩
- Mohammad Ameskal, Rachid Taakili, Ekaterina S Gulyaeva, Carine Duhayon, Jérémy Willot, et al.. Phosphine-NHC-Phosphonium Ylide Pincer Ligand: Complexation with Pd(II) and Unconventional P-Coordination of the Ylide Moiety. Inorganic Chemistry, 2023, 62 (49), pp.20129-20141. ⟨10.1021/acs.inorgchem.3c03025⟩. ⟨hal-04284085⟩
- Jompol Thongpaen, Romane Manguin, Tanakorn Kittikool, Aurèle Camy, Thierry Roisnel, et al.. Ruthenium–NHC complex-catalyzed P( iii )-directed C–H borylation of arylphosphines. Chemical Communications, 2022, 58 (58), pp.12082-12085. ⟨10.1039/D2CC03909E⟩. ⟨hal-03829956⟩
- Carine Duhayon, Ruqaya Buhaibeh, Dmitry A. Valyaev, Jean-Baptiste Sortais, Yves Canac. Characterisation by X-ray diffraction of bidentate and tridentate PCP and PCN NHC core pincer-type Mn(I) complexes. Acta Crystallographica Section A : Foundations and Advances [2014-..], 2022, 78 (a2), pp.e487-e487. ⟨10.1107/S2053273322092610⟩. ⟨hal-04288540⟩
- Ekaterina S Gulyaeva, Elena S Osipova, Ruqaya Buhaibeh, Yves Canac, Jean-Baptiste Sortais, et al.. Towards ligand simplification in manganese-catalyzed hydrogenation and hydrosilylation processes. Coordination Chemistry Reviews, 2022, 458, pp.214421. ⟨10.1016/j.ccr.2022.214421⟩. ⟨hal-03566299⟩
- Elena Osipova, Ekaterina Gulyaeva, Nikolay Kireev, Sergey Kovalenko, Christian Bijani, et al.. Fac -to- mer isomerization triggers hydride transfer from Mn( i ) complex fac -[(dppm)Mn(CO) 3 H]. Chemical Communications, 2022, 58 (32), pp.5017-5020. ⟨10.1039/d2cc00999d⟩. ⟨hal-03652224⟩
- Mustapha El Kadiri, Abdelali Chihab, Rachid Taakili, Carine Duhayon, Dmitry A. Valyaev, et al.. Diverse C -Coordination Modes of NHC-Tricyclohexylphosphonium Ylide Ligands in Palladium(II) Complexes. Organometallics, 2022, 41 (4), pp.456-466. ⟨10.1021/acs.organomet.1c00700⟩. ⟨hal-03579686⟩
- Ajay Padunnappattu, Carine Duhayon, Vincent César, Yves Canac. Bis( N -cyclopropenio)-imidazol-2-ylidene: An N -Heterocyclic Carbene Bearing Two N -Cationic Substituents. Organometallics, 2022, 41 (20), pp.2868-2878. ⟨10.1021/acs.organomet.2c00429⟩. ⟨hal-03818692⟩
- Rachid Taakili, Cécile Barthes, Christine Lepetit, Carine Duhayon, Dmitry A. Valyaev, et al.. Direct Access to Palladium(II) Complexes Based on Anionic C , C , C -Phosphonium Ylide Core Pincer Ligand. Inorganic Chemistry, 2021, 60 (16), pp.12116-12128. ⟨10.1021/acs.inorgchem.1c01316⟩. ⟨hal-03357270⟩
- Duo Wei, Ruqaya Buhaibeh, Yves Canac, Jean-Baptiste Sortais. Hydrosilylation Reactions Catalyzed by Rhenium. Molecules, 2021, 26 (9), pp.2598. ⟨10.3390/molecules26092598⟩. ⟨hal-03230574⟩
- Alina A Grineva, Oleg A Filippov, Yves Canac, Jean-Baptiste Sortais, Sergei E Nefedov, et al.. Experimental and Theoretical Insights into the Electronic Properties of Anionic N-Heterocyclic Dicarbenes through the Rational Synthesis of Their Transition Metal Complexes. Inorganic Chemistry, 2021, 60 (6), pp.4015-4025. ⟨10.1021/acs.inorgchem.1c00073⟩. ⟨hal-03200528⟩
- Ruqaya Buhaibeh, Carine Guyard-Duhayon, Dmitry A. Valyaev, Jean-Baptiste Sortais, Yves Canac. Cationic PCP and PCN NHC Core Pincer-Type Mn(I) Complexes: From Synthesis to Catalysis. Organometallics, 2021, 40 (2), pp.231−241. ⟨10.1021/acs.organomet.0c00717⟩. ⟨hal-03128901⟩
- Yves Canac. Carbon Ligands: From Fundamental Aspects to Applications. Molecules, 2021, 26 (8), pp.2132. ⟨10.3390/molecules26082132⟩. ⟨hal-03230549⟩
- Dmitry A. Valyaev, Yves Canac. Carbenes and phosphonium ylides: a fruitful association in coordination chemistry. Dalton Transactions, 2021, 50 (45), pp.16434-16442. ⟨10.1039/D1DT03155D⟩. ⟨hal-03404061⟩
- Rachid Taakili, Cécile Barthes, Amel Goëffon, Christine Lepetit, Carine Guyard-Duhayon, et al.. NHC Core Phosphonium Ylide-based Palladium(II) Pincer Complexes: The Second Ylide Extremity Makes the Difference. Inorganic Chemistry, 2020, 59 (10), pp.7082-7096. ⟨10.1021/acs.inorgchem.0c00561⟩. ⟨hal-02612432⟩
- Cécile Barthes, Carine Guyard-Duhayon, Yves Canac, Vincent César. N -Cyclopropenio-imidazol-2-ylidene: An N-heterocyclic carbene bearing an N -cationic substituent. Chemical Communications, 2020, 56 (22), pp.3305-3308. ⟨10.1039/d0cc00477d⟩. ⟨hal-02542504⟩
- Nikolay Kireev, Oleg Filippov, Ekaterina Gulyaeva, Elena V Shubina, Laure Vendier, et al.. Bis[diphenylphosphino]methane and its bridge-substituted analogues as chemically non-innocent ligands for H 2 activation. Chemical Communications, 2020, 56 (14), pp.2139-2142. ⟨10.1039/c9cc07713h⟩. ⟨hal-02489712⟩
- Rachid Taakili, Yves Canac. NHC Core Pincer Ligands Exhibiting Two Anionic Coordinating Extremities. Molecules, 2020, 25 (9), pp.2231. ⟨10.3390/molecules25092231⟩. ⟨hal-02573093⟩
- Duo Wei, Ruqaya Buhaibeh, Yves Canac, Jean-Baptiste Sortais. Manganese and rhenium-catalyzed selective reduction of esters to aldehydes with hydrosilanes. Chemical Communications, 2020, 56 (78), pp.11617-11620. ⟨10.1039/d0cc03580g⟩. ⟨hal-02959788⟩
- Duo Wei, Ruqaya Buhaibeh, Yves Canac, Jean-Baptiste Sortais. Rhenium-Catalyzed Reduction of Carboxylic Acids with Hydrosilanes. Organic Letters, 2019, 21 (19), pp.7713-7716. ⟨10.1021/acs.orglett.9b02449⟩. ⟨hal-02307033⟩
- Rachid Taakili, Carine Guyard-Duhayon, Noël Lugan, Yves Canac. Reactivity vs. Stability of Cyclopropenium Substituted Phosphonium Salts. European Journal of Inorganic Chemistry, 2019, 2019 (36), pp.3982-3989. ⟨10.1002/ejic.201900867⟩. ⟨hal-02335192⟩
- Jean-Philippe Cloutier, Lionel Rechignat, Yves Canac, Daniel Ess, Davit Zargarian. C–O and C–N Functionalization of Cationic, NCN-Type Pincer Complexes of Trivalent Nickel: Mechanism, Selectivity, and Kinetic Isotope Effect. Inorganic Chemistry, 2019, 58 (6), pp.3861-3874. ⟨10.1021/acs.inorgchem.8b03489⟩. ⟨hal-02132491⟩
- Rachid Taakili, Christine Lepetit, Carine Guyard-Duhayon, Dmitry A. Valyaev, Noël Lugan, et al.. Palladium( ii ) pincer complexes of a C , C , C -NHC, diphosphonium bis(ylide) ligand. Dalton Transactions, 2019, 48 (5), pp.1709-1721. ⟨10.1039/c8dt04316g⟩. ⟨hal-02140710⟩
- Ruqaya Buhaibeh, Oleg A Filippov, Antoine Bruneau-Voisine, Jérémy Willot, Carine Guyard-Duhayon, et al.. Phosphine-NHC Manganese Hydrogenation Catalyst Exhibiting a Non-Classical Metal-Ligand Cooperative H Activation Mode. Angewandte Chemie International Edition, 2019, 58 (20), pp.6727-6731. ⟨10.1002/anie.201901169⟩. ⟨hal-02120809⟩
- Karim Azouzi, Carine Guyard-Duhayon, Idir Benaissa, Noël Lugan, Yves Canac, et al.. Bidentate iminophosphorane-NHC ligand derived from the imidazo[1,5- a ]pyridin-3-ylidene scaffold. Organometallics, 2018, 37 (24), pp.4726-4735. ⟨10.1021/acs.organomet.8b00733⟩. ⟨hal-02128330⟩
- Christine Lepetit, Boris Vabre, Yves Canac, Mohammad Esmaïl Alikhani, Davit Zargarian. Pentacoordinated, Square-Pyramidal Cationic PCP Ni(II) Pincer Complexes: ELF and QTAIM Topological Analyses of Nickel-Triflate Interactions Graphical abstract. Theoretical Chemistry Accounts: Theory, Computation, and Modeling, 2018, 137 (11), pp.141. ⟨hal-01950168⟩
- Cécile Barthes, Christian Bijani, Noël Lugan, Yves Canac. A palladium(II) complex of a C4 chelating bis(NHC) diphosphonium bis(ylide) igand. Organometallics, 2018, 37 (5), pp.673-678. ⟨10.1021/acs.organomet.7b00405⟩. ⟨hal-01948417⟩
- Yves Canac. Carbeniophosphines versus phosphoniocarbenes: The role of the positive charge. Chemistry - An Asian Journal, 2018, 13 (15), pp.1872-1887. ⟨10.1002/asia.201800483⟩. ⟨hal-01948414⟩
- Yves Canac, Christine Lepetit. Classification of the electronic properties of chelating ligands in cis-[LL′Rh(CO)2] complexes. Inorganic Chemistry, 2017, 56 (1), pp.667-675. ⟨10.1021/acs.inorgchem.6b02610⟩. ⟨hal-01938385⟩
- Idir Benaissa, Rachid Taakili, Noël Lugan, Yves Canac. A convenient access to N-phosphonio-substituted NHC metal complexes [M = Ag(i), Rh(i), Pd(ii)]. Dalton Transactions, 2017, 46 (36), pp.12293-12305. ⟨10.1039/C7DT02759A⟩. ⟨hal-01938388⟩
- Patrick Chaquin, Yves Canac, Christine Lepetit, D Zargarian, Rémi Chauvin. Estimating local bonding/antibonding character of canonical molecular orbitals from their energy derivatives. The case of coordinating lone pair orbitals. International Journal of Quantum Chemistry, 2016, 116, pp.1285 - 1295. ⟨10.1002/qua.25174⟩. ⟨hal-01383238⟩
- Christine Lepetit, Valérie Maraval, Yves Canac, Rémi Chauvin. On the nature of the dative bond: Coordination to metals and beyond. The carbon case. Coordination Chemistry Reviews, 2016, 308, Part 2, pp.59-75. ⟨10.1016/j.ccr.2015.07.018⟩. ⟨hal-01925256⟩
- Laurent Dubrulle, Corentin Poidevin, Carine Maaliki, Yves Canac, Christine Lepetit, et al.. A push-pull PdII complex with a ternary Pd-P-C+ accepting end and a key N-heterocyclic carbene-imid-azoliophosphine ligand. European Journal of Inorganic Chemistry, 2016, 3, pp.313-321. ⟨10.1002/ejic.201500932⟩. ⟨hal-01925257⟩
- Carine Guyard-Duhayon, Yves Canac, Laurent Dubrulle, Carine Maaliki, Rémi Chauvin. The search for formal electrostatic effects on molecular conformation and crystal packing: Crystal structure of 2,2''-disubstituted (H versus PPh2) 1,1'-(1,2-phenylene)bis(3-methyl-1H-imidazol-3-ium) bis(trifluoromethanesulfonate). Acta Crystallographica Section C : Structural Chemistry [2014-..], 2016, 72 (3), pp.198-202. ⟨10.1107/S2053229616002576⟩. ⟨hal-01925258⟩
- Laurent Dubrulle, Corentin Poidevin, Carine Maaliki, Yves Canac, Christine Lepetit, et al.. A Push-Pull Pd II Complex with a Ternary Pd-P-C + Accepting End and a Key N-Heterocyclic Carbene-Imidazoliophosphine Ligand. European Journal of Inorganic Chemistry, 2016, 2016 (3), pp.295-295. ⟨10.1002/ejic.201600004⟩. ⟨hal-02272756⟩
- Clève Dionel Mboyi, Carine Maaliki, Amelle M. Makaya, Yves Canac, Carine Guyard-Duhayon, et al.. Phosphenium versus pro-phosphide character of P-tert-butyl-dicyclopropeniophosphine: zwitterionic palladate complexes of a dicationic phosphido ligand. Inorganic Chemistry, 2016, 55 (21), pp.11018-11027. ⟨10.1021/acs.inorgchem.6b01524⟩. ⟨hal-01925255⟩
- Boris Vabre, Yves Canac, Christine Lepetit, Carine Guyard-Duhayon, Rémi Chauvin, et al.. Charge effects in PCP pincer complexes of Ni-II bearing phosphinite and imidazol(i)ophosphine coordinating jaws: from synthesis to catalysis through bonding analysis. Chemistry - A European Journal, 2015, 21 (48), pp.17403-17414. ⟨10.1002/chem.201502491⟩. ⟨hal-01915502⟩
- Christine Lepetit, Jordi Poater, Mohammad Esmaïl Alikhani, Bernard Silvi, Yves Canac, et al.. The missing entry in the agostic-anagostic series: Rh(I)-eta(1)-C interactions in P(CH)P pincer complexes. Inorganic Chemistry, 2015, 54 (6), pp.2960-2969. ⟨10.1021/acs.inorgchem.5b00069⟩. ⟨hal-01916647⟩
- Ibrahim Abdellah, Yves Canac, Clève Dionel Mboyi, Carine Guyard-Duhayon, Rémi Chauvin. Copper(I) complexes of chelating imidazolo- and imidazolio-diphosphines. Journal of Organometallic Chemistry, 2015, 776, pp.149-152. ⟨10.1016/j.jorganchem.2014.10.046⟩. ⟨hal-01916649⟩
- Christine Lepetit, Valérie Maraval, Yves Canac, Rémi Chauvin. Le carbone, un élément architectural et fonctionnel clé aux confins de la chimie organique. L'Actualité Chimique, 2015, 392, pp.iv-v. ⟨hal-01915504⟩
- Amelle Mankou Makaya, Yves Canac, Christian Bijani, Carine Guyard-Duhayon, Rémi Chauvin. On the theme of amidiniophosphines: Synthesis and reactivity of benzo-, diimidazolo-tris-annelated p-aminodiazaphosphepines. Phosphorus, Sulfur, and Silicon and the Related Elements, 2015, 190 (5-6), pp.789-802. ⟨10.1080/10426507.2014.1002613⟩. ⟨hal-01916641⟩
- David Martin, Yves Canac, Vincent Lavallo, Guy Bertrand. Comparative reactivity of different types of stable cyclic and acyclic mono- and diamino carbenes with simple organic substrates. Journal of the American Chemical Society, 2014, 136 (13), pp.5023-5030. ⟨10.1021/ja412981x⟩. ⟨hal-00992424⟩
- Juan Sanz Garcia, Christine Lepetit, Yves Canac, Rémi Chauvin, Martial Boggio-Pasqua. Enantiomerization Pathway and Atropochiral Stability of the BINAP Ligand: A Density Functional Theory Study. Chemistry - An Asian Journal, 2014, 9 (2), pp.462-465. ⟨10.1002/asia.201301265⟩. ⟨hal-00982033⟩
- Clève Dionel Mboyi, Carine Guyard-Duhayon, Yves Canac, Rémi Chauvin. From N-sulfonyl,C-homoallyl-hydrazones to pyrazole and pyridazine (N2)-heterocycles: the ultimate aromatization process. Tetrahedron, 2014, 70 (33), pp.4957-4968. ⟨10.1016/j.tet.2014.05.005⟩. ⟨hal-02023136⟩
- Clève Dionel Mboyi, Ibrahim Abdellah, Carine Guyard-Duhayon, Yves Canac, Rémi Chauvin. Versatile Pd-Catalyzed C-H Oxidative Cyclization of Homoallylhydrazones to Pyrazolines and Tetrahydropyridazines. ChemCatChem, 2013, 5 (10), pp.3014-3021. ⟨10.1002/cctc.201300220⟩. ⟨hal-02908233⟩
- Cécile Barthes, Christine Lepetit, Yves Canac, Carine Guyard-Duhayon, Davit Zargarian, et al.. P(CH)P pincer rhodium(I) complexes: the key role of electron-poor imidazoliophosphine extremities. Inorganic Chemistry, 2013, 52 (1), pp.48-58. ⟨10.1021/ic3006508⟩. ⟨hal-00993872⟩
- Yves Canac, Christian Bijani, Carine Guyard-Duhayon, Rémi Chauvin. Electrostatic control of Pd2+ → Ag+ transmetalation of a bis-imidazoliophosphine ligand. Organometallics, 2013, 32 (15), pp.4054-4057. ⟨10.1021/om400602a⟩. ⟨hal-00993526⟩
- Carine Maaliki, Yves Canac, Christine Lepetit, Carine Guyard-Duhayon, Rémi Chauvin. P-oxidation of gem-dicationic phosphines. RSC Advances, 2013, 3 (43), pp.20391. ⟨10.1039/C3RA43563F⟩. ⟨hal-02908211⟩
- Carine Maaliki, Christine Lepetit, Carine Duhayon, Yves Canac, Remi Chauvin. Carbene-Stabilized Phosphenium Oxides and Sulfides. Chemistry - A European Journal, 2012, 18 (50), pp.16153-16160. ⟨10.1002/chem.201202279⟩. ⟨hal-03731847⟩
- Carine Maaliki, Mohammed Abdalilah, Cécile Barthes, Carine Guyard-Duhayon, Yves Canac, et al.. Bis-Ylide Ligands from Acyclic Proximal Diphosphonium Precursors. European Journal of Inorganic Chemistry, 2012, 2012 (25), pp.4057-4064. ⟨10.1002/ejic.201200407⟩. ⟨hal-02910059⟩
- Carine Maaliki, Christine Lepetit, Yves Canac, Christian Bijani, Carine Guyard-Duhayon, et al.. On the P-Coordinating Limit of NHC-Phosphenium Cations toward Rh I Centers. Chemistry - A European Journal, 2012, 18 (25), pp.7705-7714. ⟨10.1002/chem.201104046⟩. ⟨hal-02910063⟩
- Yves Canac, Carine Maaliki, Ibrahim Abdellah, Rémi Chauvin. Carbeniophosphanes and their carbon → phosphorus → metal ternary complexes. New Journal of Chemistry, 2012, 36 (1), pp.17-27. ⟨10.1039/C1NJ20808J⟩. ⟨hal-02909426⟩
- Boris Vabre, Yves Canac, Carine Duhayon, Remi Chauvin, Davit Zargarian. Nickel(ii) complexes of the new pincer-type unsymmetrical ligands PIMCOP, PIMIOCOP, and NHCCOP: versatile binding motifs. Chemical Communications, 2012, 48 (84), pp.10446-10448. ⟨10.1039/C2CC35377F⟩. ⟨hal-03731885⟩
- Yves Canac, Nathalie Debono, Christine Lepetit, Carine Duhayon, Remi Chauvin. Flexible Diphosphine Ligands with Overall Charges of 0, +1, and +2: Critical Role of the Electrostatics in Favoring Trans over Cis Coordination. Inorganic Chemistry, 2011, 50 (21), pp.10810-10819. ⟨10.1021/ic201342z⟩. ⟨hal-03731919⟩
- Thanh-Tung Dang, Ibrahim Abdellah, Yves Canac, Remi Chauvin. Intramolecular CH Oxidative N-Allylation of C-Homoallylhydrazones to 5-Vinyl-2-pyrazolines Catalyzed by the [Pd(OAc)2]/BIMINAP System. ChemCatChem, 2011, 3 (9), pp.1491-1495. ⟨10.1002/cctc.201100108⟩. ⟨hal-03731978⟩
- Ibrahim Abdellah, Martial Boggio-Pasqua, Yves Canac, Christine Lepetit, Carine Guyard-Duhayon, et al.. Towards the limit of atropochiral stability: H-MIOP, an N-heterocyclic carbene precursor and cationic analogue of the H-MOP ligand.. Chemistry - A European Journal, 2011, 17 (18), pp.5110-5. ⟨10.1002/chem.201100205⟩. ⟨hal-00837998⟩
- Ibrahim Abdellah, Christine Lepetit, Yves Canac, Carine Guyard-Duhayon, Rémi Chauvin. Imidazoliophosphines are True N-Heterocyclic Carbene (NHC)-Phosphenium Adducts. Chemistry - A European Journal, 2010, 16 (44), pp.13095-13108. ⟨10.1002/chem.201001721⟩. ⟨hal-02907440⟩
- Mohammed Abdalilah, Yves Canac, Christine Lepetit, Rémi Chauvin. Towards the stability limit of cyclic diphosphonium bis-ylides. Comptes Rendus. Chimie, 2010, 13 (8-9), pp.1091-1098. ⟨10.1016/j.crci.2010.04.005⟩. ⟨hal-02907416⟩
- Remigiusz Zurawinski, Christine Lepetit, Yves Canac, Laure Vendier, Marian Mikolajczyk, et al.. Phosphino-(α-sulfinylalkyl)phosphonium ylide complexes (Rh, Pd) with a configurationally stable asymmetric ylidic carbon. Tetrahedron: Asymmetry, 2010, 21 (13-14), pp.1777-1787. ⟨10.1016/j.tetasy.2010.05.045⟩. ⟨hal-03732010⟩
- Yves Canac, Remi Chauvin. Atropochiral C,X‐ and C,C‐Chelating Carbon Ligands. European Journal of Inorganic Chemistry, 2010, 2010 (16), pp.2315-2315. ⟨10.1002/ejic.201090043⟩. ⟨hal-03733059⟩
- Ibrahim Abdellah, Nathalie Debono, Yves Canac, Laure Vendier, Rémi Chauvin. Resolution of the Atropochiral Biminap Ligand and Applications in Asymmetric Catalysis. Chemistry - An Asian Journal, 2010, 5 (5), pp.1225-1231. ⟨10.1002/asia.200900663⟩. ⟨hal-02907424⟩
- Yves Canac, Nathalie Debono, Laure Vendier, Remi Chauvin. NHC-Derived Bis(amidiniophosphine) Ligands of Rh(I) Complexes: Versatile cis−trans Chelation Driven by an Interplay of Electrostatic and Orbital Effects. Inorganic Chemistry, 2009, 48 (12), pp.5562-5568. ⟨10.1021/ic900348x⟩. ⟨hal-03734869⟩
- Remigiusz Zurawinski, Christine Lepetit, Yves Canac, Marian Mikolajczyk, Remi Chauvin. From Neutral to Anionic η 1 -Carbon Ligands: Experimental Synthesis and Theoretical Analysis of a Rhodium−Yldiide Complex. Inorganic Chemistry, 2009, 48 (5), pp.2147-2155. ⟨10.1021/ic802104f⟩. ⟨hal-03734957⟩
- Ibrahim Abdellah, Nathalie Debono, Yves Canac, Carine Duhayon, Remi Chauvin. Atropochiral (C,C)-chelating NHC-ylide ligands: synthesis and resolution of palladium(ii) complexes thereof. Dalton Transactions, 2009, 35, pp.7196-7202. ⟨10.1039/B907019B⟩. ⟨hal-03734167⟩
- Mohammed Abdalilah, Remigiuz Zurawinski, Yves Canac, Benoît Laleu, Jérôme Lacour, et al.. Vicinal diphosphoniums: electrostatic repulsion under covalent constraint. Dalton Transactions, 2009, 40, pp.8493-8508. ⟨10.1039/B903933C⟩. ⟨hal-03734035⟩
- Yves Canac, Christine Lepetit, Mohammed Abdalilah, Carine Duhayon, Remi Chauvin. Diaminocarbene and Phosphonium Ylide Ligands: A Systematic Comparison of their Donor Character. Journal of the American Chemical Society, 2008, 130 (26), pp.8406-8413. ⟨10.1021/ja801159v⟩. ⟨hal-03735098⟩
- Nathalie Debono, Yves Canac, Carine Duhayon, Remi Chauvin. An Atropo‐Stereogenic Diphosphane Ligand with a Proximal Cationic Charge: Specific Catalytic Properties of a Palladium Complex Thereof. European Journal of Inorganic Chemistry, 2008, 2008 (19), pp.2991-2999. ⟨10.1002/ejic.200800157⟩. ⟨hal-03739459⟩
- Yves Canac, Carine Duhayon, Remi Chauvin. A Diaminocarbene-Phosphonium Ylide: Direct Access to C,C Chelating Ligands. Angewandte Chemie International Edition, 2007, 46 (33), pp.6313-6315. ⟨10.1002/anie.200701490⟩. ⟨hal-03739497⟩
- Rodolphe Jazzar, Rian D. Dewhurst, Jean-Baptiste Bourg, Bruno Donnadieu, Yves Canac, et al.. Intramolecular “Hydroiminiumation” of Alkenes: Application to the Synthesis of Conjugate Acids of Cyclic Alkyl Amino Carbenes (CAACs). Angewandte Chemie International Edition, 2007, 46 (16), pp.2899-2902. ⟨10.1002/anie.200605083⟩. ⟨hal-03739644⟩
- Yves Canac, Greg Aniol, Salvador Conejero, Bruno Donnadieu, Guy Bertrand. A Facile Synthesis of Carbamoylsilanes, ‐boranes and ‐phosphane Oxides – Isolation of the First Uncomplexed Carbamoylborane. European Journal of Inorganic Chemistry, 2006, 2006 (24), pp.5076-5080. ⟨10.1002/ejic.200600799⟩. ⟨hal-03739649⟩
- Salvador Conejero, Maoying Song, David Martin, Yves Canac, Michele Soleilhavoup, et al.. New Synthetic Routes toC-Amino Phosphorus Ylides and their Subsequent Fragmentation into Carbenes and Phosphines. Chemistry - An Asian Journal, 2006, 1 (1-2), pp.155-160. ⟨10.1002/asia.200600075⟩. ⟨hal-03739651⟩
- Vincent Lavallo, Yves Canac, Bruno Donnadieu, Wolfgang Schoeller, Guy Bertrand. CO Fixation to Stable Acyclic and Cyclic Alkyl Amino Carbenes: Stable Amino Ketenes with a Small HOMO–LUMO Gap. Angewandte Chemie International Edition, 2006, 45 (21), pp.3488-3491. ⟨10.1002/anie.200600987⟩. ⟨hal-03739656⟩
- Vincent Lavallo, Yves Canac, Bruno Donnadieu, Wolfgang Schoeller, Guy Bertrand. Cyclopropenylidenes: From Interstellar Space to an Isolated Derivative in the Laboratory. Science, 2006, 312 (5774), pp.722-724. ⟨10.1126/science.1126675⟩. ⟨hal-03739660⟩
- Yves Canac, Salvador Conejero, Michèle Soleilhavoup, Bruno Donnadieu, Guy Bertrand. Synthesis of Transient and Stable C -Amino Phosphorus Ylides and Their Fragmentation into Transient and Stable Carbenes. Journal of the American Chemical Society, 2006, 128 (2), pp.459-464. ⟨10.1021/ja055863c⟩. ⟨hal-03739663⟩
- Vincent Lavallo, Yves Canac, Alan Dehope, Bruno Donnadieu, Guy Bertrand. A Rigid Cyclic (Alkyl)(amino)carbene Ligand Leads to Isolation of Low-Coordinate Transition-Metal Complexes. Angewandte Chemie International Edition, 2005, 44 (44), pp.7236-7239. ⟨10.1002/anie.200502566⟩. ⟨hal-03739667⟩
- Vincent Lavallo, Yves Canac, Carsten Präsang, Bruno Donnadieu, Guy Bertrand. Stable Cyclic (Alkyl)(Amino)Carbenes as Rigid or Flexible, Bulky, Electron-Rich Ligands for Transition-Metal Catalysts: A Quaternary Carbon Atom Makes the Difference. Angewandte Chemie International Edition, 2005, 44 (35), pp.5705-5709. ⟨10.1002/anie.200501841⟩. ⟨hal-03739694⟩
- Yves Canac, Salvador Conejero, Bruno Donnadieu, Wolfgand Schoeller, Guy Bertrand. Persistent (Amino)(Silyl)Carbenes. Journal of the American Chemical Society, 2005, 127 (20), pp.7312-7313. ⟨10.1021/ja051109f⟩. ⟨hal-03739698⟩
- Eric Levoirier, Yves Canac, Stéphanie Norsikian, André Lubineau. Indium-promoted Barbier-type allylations in aqueous media: a convenient approach to 4-C-branched monosaccharides and (1→4)-C-disaccharides. Carbohydrate Research, 2004, 339 (17), pp.2737-2747. ⟨10.1016/j.carres.2004.09.010⟩. ⟨hal-03739717⟩
- Yves Canac, Michele Soleilhavoup, Salvador Conejero, Guy Bertrand. Stable non-N-heterocyclic carbenes (non-NHC): recent progress. Journal of Organometallic Chemistry, 2004, 689 (24), pp.3857-3865. ⟨10.1016/j.jorganchem.2004.02.005⟩. ⟨hal-03739722⟩
- Salvador Conejero, Yves Canac, Fook Tham, Guy Bertrand. Readily Available Onio-Substituted Methyleneiminium Salts: Single Precursors for a Variety of Aminocarbenes. Angewandte Chemie International Edition, 2004, 43 (31), pp.4089-4093. ⟨10.1002/anie.200460045⟩. ⟨hal-03739728⟩
- Vincent Lavallo, John Mafhouz, Yves Canac, Bruno Donnadieu, Wolfgand Schoeller, et al.. Synthesis, Reactivity, and Ligand Properties of a Stable Alkyl Carbene. Journal of the American Chemical Society, 2004, 126 (28), pp.8670-8671. ⟨10.1021/ja047503f⟩. ⟨hal-03739732⟩
- Michael Otto, Salvador Conejero, Yves Canac, Vadim Romanenko, Valentyn Rudzevitch, et al.. Mono- and Diaminocarbenes from Chloroiminium and -amidinium Salts: Synthesis of Metal-Free Bis(dimethylamino)carbene. Journal of the American Chemical Society, 2004, 126 (4), pp.1016-1017. ⟨10.1021/ja0393325⟩. ⟨hal-03739745⟩
- Yaël Hersant, Robert Abou-Jneid, Yves Canac, André Lubineau, Michel Philippe, et al.. One-step synthesis of β-C-glycolipid derivatives from unprotected sugars. Carbohydrate Research, 2004, 339 (3), pp.741-745. ⟨10.1016/j.carres.2003.11.007⟩. ⟨hal-03739740⟩
- Yves Canac, Guy Bertrand. nido-Five-Vertex Clusters: In and Out of Boron Chemistry. Angewandte Chemie International Edition, 2003, 42 (31), pp.3578-3580. ⟨10.1002/anie.200301648⟩. ⟨hal-03739750⟩
- André Lubineau, Yves Canac, Nicole Le Goff. Indium-Promoted Barbier-Type Allylations in Aqueous Media: New Access to 2-C- and 4-C-Branched Sugars. Advanced Synthesis and Catalysis, 2002, 344 (3-4), pp.319-327. <a target="_blank" href="https://dx.doi.org/10.1002/1615-4169(200206)344:3/43.0.CO;2-S">⟨10.1002/1615-4169(200206)344:3/43.0.CO;2-S⟩. ⟨hal-03739756⟩
- Yves Canac, Eric Levoirier, André Lubineau. New Access to C -Branched Sugars and C -Disaccharides under Indium Promoted Barbier-type Allylations in Aqueous Media. Journal of Organic Chemistry, 2001, 66 (9), pp.3206-3210. ⟨10.1021/jo001217e⟩. ⟨hal-03739762⟩
- Narendra Panday, Yves Canac, Andrea Vasella. Very Strong Inhibition of Glucosidases byC(2)-Substituted Tetrahydroimidazopyridines. Helvetica Chimica Acta, 2000, 83 (1), pp.58-79. <a target="_blank" href="https://dx.doi.org/10.1002/(SICI)1522-2675(20000119)83:13.0.CO;2-K">⟨10.1002/(SICI)1522-2675(20000119)83:13.0.CO;2-K⟩. ⟨hal-03739772⟩
- Filipe Rodrigues, Yves Canac, André Lubineau. A convenient, one-step, synthesis of β-C-glycosidic ketones in aqueous media. Chemical Communications, 2000, 20, pp.2049-2050. ⟨10.1039/B006642G⟩. ⟨hal-03739766⟩
- Didier Bourissou, Yves Canac, Heinz Gornitzka, Colin J. Marsden, Antoine Baceiredo, et al.. Tungsten Carbonyl Complexes of 1H-Diphosphirenes and Diphosphirenylium Salts. European Journal of Inorganic Chemistry, 1999, 1999 (9), pp.1479-1488. <a target="_blank" href="https://dx.doi.org/10.1002/(SICI)1099-0682(199909)1999:93.0.CO;2-Z">⟨10.1002/(SICI)1099-0682(199909)1999:93.0.CO;2-Z⟩. ⟨hal-03739799⟩
- Didier Bourissou, Yves Canac, Heinz Gornitzka, Antoine Baceiredo, Guy Bertrand. Ligand properties of 1H-diphosphirenes and diphosphirenylium salts towards iron carbonyl fragments. Chemical Communications, 1999, 16, pp.1535-1536. ⟨10.1039/A904747F⟩. ⟨hal-03739786⟩
- Yves Canac, Didier Bourissou, Heinz Gornitzka, Wolfgang Schoeller, Antoine Baceiredo, et al.. 2-Π- and 3-Π-Electron Diphosphorus-Containing 3-Membered Heterocycles. Phosphorus, Sulfur, and Silicon and the Related Elements, 1999, 144 (1), pp.37-40. ⟨10.1080/10426509908546176⟩. ⟨hal-03739779⟩
- Yves Canac, Didier Bourissou, Antoine Baceiredo, Heinz Gornitzka, Wolfgang Schoeller, et al.. Isolation of a Benzene Valence Isomer with One-Electron Phosphorus-Phosphorus Bonds. Science, 1998, 279 (5359), pp.2080-2082. ⟨10.1126/science.279.5359.2080⟩. ⟨hal-03739807⟩
- Didier Bourissou, Yves Canac, Maria Isabel Collado, Antoine Baceiredo, Guy Bertrand. Synthesis and Reactivity of a Stable η 2 -(Diphosphirenylium)W(CO) 5 Complex. Journal of the American Chemical Society, 1997, 119 (41), pp.9923-9924. ⟨10.1021/ja971973a⟩. ⟨hal-03739830⟩
- Yves Canac, Antoine Baceiredo, Wolfgang Schoeller, Didier Gigmes, Guy Bertrand. A Room Temperature Stable 1,3-Diphosphaallyl Radical. Journal of the American Chemical Society, 1997, 119 (32), pp.7579-7580. ⟨10.1021/ja970584d⟩. ⟨hal-03739837⟩
- Didier Bourissou, Yves Canac, Maria Isabel Collado, Antoine Baceiredo, Guy Bertrand. New routes to free and coordinated 1H-diphosphirenes. Chemical Communications, 1997, 24, pp.2399-2400. ⟨10.1039/A706688K⟩. ⟨hal-03739826⟩
- Yves Canac, G. Bouhadir, R. Reau, A. Baceiredo, G. Bertr. Diphosphirenium Salt: A New Versatile Ligand. Phosphorus, Sulfur, and Silicon and the Related Elements, 1996, 111 (1), pp.53-53. ⟨10.1080/10426509608054682⟩. ⟨hal-03739850⟩
- Yves Canac, Antoine Baceiredo, Heinz Gornitzka, Dietmar Stalke, Guy Bertrand. Synthesis of a Cationic 1,3-Diphospha-2,4-dipallada(II)tricyclo[1.1.1]pentane Derivative: The First Structurally Characterized Pyramidalμ2-Phosphinidene. Angewandte Chemie International Edition, 1996, 34 (2324), pp.2677-2679. ⟨10.1002/anie.199526771⟩. ⟨hal-03739855⟩
- Yves Canac, Michele Soleilhavoup, Louis Ricard, Antoine Baceiredo, Guy Bertrand. Addition of a Diphosphirenium Salt to Palladium(0) Complexes: The First Examples of Diphosphametallacyclobutenes. Organometallics, 1995, 14 (8), pp.3614-3616. ⟨10.1021/om00008a003⟩. ⟨hal-03739859⟩
- Michele Soleilhavoup, Yves Canac, Alexander Polozov, Antoine Baceiredo, Guy Bertrand. Synthesis and Rearrangement of Intramolecularly Stabilized 1.sigma.2,3.sigma.2-Diphosphaallylic Cations into Intramolecularly Stabilized 1.sigma.1,3.sigma.3-Diphosphaallylic Cations. Journal of the American Chemical Society, 1994, 116 (14), pp.6149-6152. ⟨10.1021/ja00093a012⟩. ⟨hal-03739862⟩
Communications dans un congrès
- Ingrid Popovici, Cécile Barthes, Thibault Tannoux, Carine Duhayon, Nicolas Casaretto, et al.. Phosphonium Ylides vs Iminophosphoranes: The Role of the Coordinating Ylidic Atom in cis-[Phosphine-Ylide Rh(CO)2] Complexes. European Workshop on Phosphorus Chemistry EWPC17, Mar 2023, San Sebastian, Spain. ⟨hal-04547541⟩
Chapitres d'ouvrage
- Romane Pointis, Oussama Fayafrou, Yves Canac, Stéphanie Bastin, Jean-Baptiste Sortais. 3d-Metal Catalyzed C–C Bond Formation Through α-Alkylation of Ketones. Basker Sundararaju. Dehydrogenation Reactions with 3d Metals, 73, Springer Nature Switzerland, pp.33-62, 2024, Topics in Organometallic Chemistry, ⟨10.1007/3418_2023_110⟩. ⟨hal-04669452⟩
- Jean-Baptiste Sortais, Ruqaya Buhaibeh, Yves Canac. Manganese-Catalyzed Hydrogenation and Hydrogen Transfer Reactions. Jean-Baptiste Sortais. Manganese Catalysis in Organic Synthesis, Wiley-VCH, pp.39-66, 2021, 978-3-527-34730-8. ⟨10.1002/9783527826131.ch2⟩. ⟨hal-03376666⟩
- Yves Canac, Christine Lepetit, Remi Chauvin. Neutral η1-Carbon Ligands: Beyond Carbon Monoxide. Remi Chauvin; Yves Canac. Topics in Organometallic Chemistry, 30, Springer, pp.1-12, 2010, Transition Metal Complexes of Neutral eta1-Carbon Ligands, 978-3-642-04721-3. ⟨10.1007/978-3-642-04722-0_1⟩. ⟨hal-03733640⟩
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