Mr TOULLEC Patrick

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Téléphone 05 40 00 28 29
Groupe de recherche Catalysis, Synthesis and Health
Statut Permanent
Poste Enseignant-chercheur
Batiment A12
Etage 1° Ouest


Curriculum Vitae

depuis 2015 : Professeur des Universités, Université de Bordeaux

2005-2015 : Maître de Conférences, Ecole Nationale Supérieure de Chimie de Paris – Chimie ParisTech

2004-2005 : Stagiaire postdoctoral, Université de Groningen, Pays-Bas. Prof. Ben Feringa, Prof. Adri Minnaard, Prof. Hans de Vries.

2002-2004 : Stagiaire postdoctoral, ETH Zürich, Suisse. Prof. Antonio Togni.

1999-2002 : Doctorat de l’Ecole Polytechnique, Palaiseau. Prof. François Mathey.


Contact

patrick.toullec@u-bordeaux.fr

ISM, UMR-CNRS 5255, Groupe Nanosciences Moléculaires et Catalyse Université de Bordeaux, Batiment A12 351, cours de la libération 33405 Talence Cedex

 

Publications

Dahiya, A., Dhara, K., Garo, J., Gicquiaud, J., Karnat, A., Berlande, M., Hermange, P., Sotiropoulos, J.M., Toullec, P.Y. (). Brønsted Acid-Catalyzed Enantioselective and Para-Selective Addition of Phenols to 1-Alkynylnaphth-2-Ols. In Advanced Synthesis and Catalysis. https://doi.org/10.1002/adsc.202401457
Karnat, A., Fouquet, E., Toullec, P.Y. (). Benzisoselenazoles as Selenophenolate Anion Surrogates for the Formation of Carbon-Selenium Bonds via the Selena-Kemp Reaction. In Journal of Organic Chemistry (Vol. 89, Issue 15, p. 10462-10466). https://doi.org/10.1021/acs.joc.4c00581
Sun, R., Viaud, E., Nomula, R., Naubron, J.V., Daugey, N., Buffeteau, T., Castet, F., Toullec, P.Y., Quideau, S., Peixoto, P.A. (). Asymmetric Allenylation of Alkynes mediated by Chiral Organoselenated Reagents under Oxidative Conditions. In Angewandte Chemie - International Edition (Vol. 62, Issue 42, p. e202310436). https://doi.org/10.1002/anie.202310436
Hermange, P., Gicquiaud, J., Barbier, M., Karnat, A., Toullec, P.Y. (). Bronsted Acid Catalyzed Carbocyclizations Involving Electrophilic Activation of Alkynes. In Synthesis (Germany) (Vol. 54, Issue 24, p. 5360-5384). https://doi.org/10.1055/a-1927-8439
Abadie, B., Jonusauskas, G., McClenaghan, N.D., Toullec, P.Y., Vincent, J.M. (). Alkylation of the α-amino C-H bonds of anilines photocatalyzed by a DMEDA-Cu-benzophenone complex: reaction scope and mechanistic studies. In Organic and Biomolecular Chemistry (Vol. 19, Issue 26, p. 5800-5805). https://doi.org/10.1039/d1ob00960e
Gicquiaud, J., Abadie, B., Dhara, K., Berlande, M., Hermange, P., Sotiropoulos, J.M., Toullec, P.Y. (). Brønsted Acid-Catalyzed Enantioselective Cycloisomerization of Arylalkynes. In Chemistry - A European Journal (Vol. 26, Issue 69, p. 16266-16271). https://doi.org/10.1002/chem.202003783
Abadie, B., Jardel, D., Pozzi, G., Toullec, P., Vincent, J.M. (). Dual Benzophenone/Copper-Photocatalyzed Giese-Type Alkylation of C(sp3)−H Bonds. In Chemistry - A European Journal (Vol. 25, Issue 70, p. 16120-16127). https://doi.org/10.1002/chem.201904111
Gicquiaud, J., Hacıhasanoğlu, A., Hermange, P., Sotiropoulos, J.M., Toullec, P.Y. (). Brønsted Acid-Catalyzed Carbocyclization of 2-Alkynyl Biaryls. In Advanced Synthesis and Catalysis (Vol. 361, Issue 9, p. 2025-2030). https://doi.org/10.1002/adsc.201801526
Grandclaudon, C., Ruamps, M., Duboc, R., Michelet, V., Toullec, P.Y. (). Assessing the Activity of Lewis Bases Organocatalysts in Halonium-Induced Carbocyclization Reactions. In Synlett (Vol. 29, Issue 9, p. 1181-1186). https://doi.org/10.1055/s-0036-1591982
Toullec, P.Y., Michelet, V. (). Gold-Catalyzed Polycyclization Toward Natural Products Synthesis. In Israel Journal of Chemistry (Vol. 58, Issue 5, p. 578-585). https://doi.org/10.1002/ijch.201800002
Grandclaudon, C., Michelet, V., Toullec, P.Y. (). Iodonium-Induced Cyclization of N -Allenylindoles and N -Allenylpyrroles: An Access to Iododihydropyrido[1,2- a ]indoles and Dihydroindolizines. In Synlett (Vol. 29, Issue 3, p. 310-313). https://doi.org/10.1055/s-0036-1591506
Bell, J., Samb, I., Toullec, P.Y., Michelet, V., Leray, I. (). Synthesis and complexing properties of molecular probes linked with fluorescent phosphane oxide derivatives. In Journal of Photochemistry and Photobiology A: Chemistry (Vol. 318, p. 25-32). https://doi.org/10.1016/j.jphotochem.2015.11.017
Grandclaudon, C., Michelet, V., Toullec, P.Y. (). Synthesis of Polysubstituted 2-Iodoindenes via Iodonium-Induced Cyclization of Arylallenes. In Organic Letters (Vol. 18, Issue 4, p. 676-679). https://doi.org/10.1021/acs.orglett.5b03634
Grandclaudon, C., Toullec, P.Y. (). Phase-Transfer-Catalyzed Oxaziridine-Mediated Hydroxylative Phenol and Naphthol Dearomatization. In European Journal of Organic Chemistry (Vol. 2016, Issue 2, p. 260-264). https://doi.org/10.1002/ejoc.201501340
Genet, J.P., Toullec, P.Y., Michelet, V. (). Carbophilic Cycloisomerization Reactions of Enynesand Domino Processes. In Modern Alkyne Chemistry: Catalytic and Atom-Economic Transformations (Vol. 9783527335053, p. 27-68). https://doi.org/10.1002/9783527677894.ch3
Mariaule, G., Newsome, G., Toullec, P.Y., Belmont, P., Michelet, V. (). Silver-catalyzed domino hydroarylation/cycloisomerization reactions of ortho-alkynylbenzaldehydes: An entry to functionalized isochromene derivatives. In Organic Letters (Vol. 16, Issue 17, p. 4570-4573). https://doi.org/10.1021/ol5021256
Pradal, A., Gladiali, S., Michelet, V., Toullec, P.Y. (). Combinatorial approach to chiral tris-ligated carbophilic platinum complexes: Application to asymmetric catalysis. In Chemistry - A European Journal (Vol. 20, Issue 23, p. 7128-7135). https://doi.org/10.1002/chem.201304794
Bell, J., Samb, I., Toullec, P.Y., Mongin, O., Blanchard-Desce, M., Michelet, V., Leray, I. (). Ultra-sensitive and selective Hg2+ chemosensors derived from substituted 8-hydroxyquinoline analogues. In New Journal of Chemistry (Vol. 38, Issue 3, p. 1072-1078). https://doi.org/10.1039/c3nj01308a
Tomás-Mendivil, E., Toullec, P.Y., Borge, J., Conejero, S., Michelet, V., Cadierno, V. (). Water-soluble Gold(I) and Gold(III) complexes with sulfonated N-heterocyclic carbene ligands: Synthesis, characterization, and application in the catalytic cycloisomerization of γ-alkynoic acids into enol-lactones. In ACS Catalysis (Vol. 3, Issue 12, p. 3086-3098). https://doi.org/10.1021/cs4009144
Pradal, A., Faudot Dit Bel, P., Toullec, P.Y., Michelet, V. (). Gold-catalyzed C-H oxidative polyacyloxylation reaction of hindered arenes. In Synthesis (Germany) (Vol. 44, Issue 15, p. 2463-2468). https://doi.org/10.1055/s-0032-1316541
Tomás-Mendivil, E., Toullec, P.Y., Díez, J., Conejero, S., Michelet, V., Cadierno, V. (). Cycloisomerization versus hydration reactions in aqueous media: A Au(III)-NHC catalyst that makes the difference. In Organic Letters (Vol. 14, Issue 10, p. 2520-2523). https://doi.org/10.1021/ol300811e
Pradal, A., Chen, Q., Faudotditbel, P., Toullec, P.Y., Michelet, V. (). Gold-catalyzed cycloisomerization of functionalized 1,5-enynes - An entry to polycyclic framework. In Synlett (Issue 1, p. 74-79). https://doi.org/10.1055/s-0031-1289867
Pradal, A., Toullec, P.Y., Michelet, V. (). Gold-catalyzed oxidative acyloxylation of arenes. In Organic Letters (Vol. 13, Issue 22, p. 6086-6089). https://doi.org/10.1021/ol202577c
Toullec, P.Y., Michelet, V. (). Cycloisomerization of 1,n-enynes via carbophilic activation. In Topics in Current Chemistry (Vol. 302, p. 31-80). https://doi.org/10.1007/128_2010_116
Pradal, A., Chao, C.M., Toullec, P.Y., Michelet, V. (). Asymmetric Au-catalyzed cycloisomerization of 1,6-enynes: An entry to bicyclo[4.1.0]heptene. In Beilstein Journal of Organic Chemistry (Vol. 7, p. 1021-1029). https://doi.org/10.3762/bjoc.7.116
Pradal, A., Chao, C.M., Vitale, M.R., Toullec, P.Y., Michelet, V. (). Asymmetric Au-catalyzed domino cyclization/nucleophile addition reactions of enynes in the presence of water, methanol and electron-rich aromatic derivatives. In Tetrahedron (Vol. 67, Issue 24, p. 4371-4377). https://doi.org/10.1016/j.tet.2011.03.071
Alain-Rizzo, V., Drouin-Kucma, D., Rouxel, C., Samb, I., Bell, J., Toullec, P.Y., Michelet, V., Leray, I., Blanchard-Desce, M. (). Synthesis, photophysical, and two-photon absorption properties of elongated phosphane oxide and sulfide derivatives. In Chemistry - An Asian Journal (Vol. 6, Issue 4, p. 1080-1091). https://doi.org/10.1002/asia.201000681
Pradal, A., Toullec, P.Y., Michelet, V. (). Recent developments in asymmetric catalysis in the presence of Chiral gold complexes. In Synthesis (Issue 10, p. 1501-1514). https://doi.org/10.1055/s-0030-1258465
Samb, I., Bell, J., Toullec, P.Y., Michelet, V., Leray, I. (). Fluorescent phosphane selenide as efficient mercury chemodosimeter. In Organic Letters (Vol. 13, Issue 5, p. 1182-1185). https://doi.org/10.1021/ol200066p
Neaţu, F., Proteşescu, L., Florea, M., Pârvulescu, V.I., Teodorescu, C.M., Apostol, N., Toullec, P.Y., Michelet, V. (). Novel Pd heterogeneous catalysts for cycloisomerisation of acetylenic carboxylic acids. In Green Chemistry (Vol. 12, Issue 12, p. 2145-2149). https://doi.org/10.1039/c0gc00258e
Andreiadis, E.S., Vitale, M.R., Mézailles, N., Le Goff, X., Le Floch, P., Toullec, P.Y., Michelet, V. (). Chiral undecagold clusters: Synthesis, characterization and investigation in catalysis. In Dalton Transactions (Vol. 39, Issue 44, p. 10608-10616). https://doi.org/10.1039/c0dt00399a
Pradal, A., Nasr, A., Toullec, P.Y., Michelet, V. (). Room-temperature metal-free electrophilic 5-endo -selective iodocarbocyclization of 1,5-enynes. In Organic Letters (Vol. 12, Issue 22, p. 5222-5225). https://doi.org/10.1021/ol102257z
Toullec, P.Y., Michelet, V. (). Chiral cationic platinum complexes: New catalysts for the activation of carbon-carbon multiple bonds towards nucleophilic enantioselective attack. In Current Organic Chemistry (Vol. 14, Issue 12, p. 1245-1253). https://doi.org/10.2174/138527210791330431
Neaţu, F., Toullec, P.Y., Michelet, V., Pârvulescu, V.I. (). Heterogeneous Au and Rh catalysts for cycloisomerization reactions of γacetylenic carboxylic acids. In Pure and Applied Chemistry (Vol. 81, Issue 12, p. 2387-2396). https://doi.org/10.1351/PAC-CON-09-01-01
Toullec, P.Y., Blarre, T., Michelet, V. (). Mimicking polyolefin carbocyclization reactions: Gold-Catalyzed intramolecular phenoxycyclization of 1,5-enynes. In Organic Letters (Vol. 11, Issue 13, p. 2888-2891). https://doi.org/10.1021/ol900864n
Chao, C.M., Toullec, P.Y., Michelet, V. (). Synthesis of polycyclic heterocycles via sequential Au-catalyzed cycloisomerization and Ru-catalyzed metathesis reactions. In Tetrahedron Letters (Vol. 50, Issue 26, p. 3719-3722). https://doi.org/10.1016/j.tetlet.2009.04.001
Leseurre, L., Chao, C.M., Seki, T., Genin, E., Toullec, P.Y., Genêt, J.P., Michelet, V. (). Synthesis of functionalized carbo- and heterocycles via gold-catalyzed cycloisomerization reactions of enynes. In Tetrahedron (Vol. 65, Issue 9, p. 1911-1918). https://doi.org/10.1016/j.tet.2008.11.105
Chao, C.M., Genin, E., Toullec, P.Y., Genêt, J.P., Michelet, V. (). Towards asymmetric Au-catalyzed hydroxy- and alkoxycyclization of 1,6-enynes. In Journal of Organometallic Chemistry (Vol. 694, Issue 4, p. 538-545). https://doi.org/10.1016/j.jorganchem.2008.08.008
Chao, C.M., Vitale, M.R., Toullec, P.Y., Genêt, J.P., Michelet, V. (). Asymmetric gold-catalyzed hydroarylation/cyclization reactions. In Chemistry - A European Journal (Vol. 15, Issue 6, p. 1319-1323). https://doi.org/10.1002/chem.200802341
Chao, C.M., Beltrami, D., Toullec, P.Y., Michelet, V. (). Asymmetric Au(i)-catalyzed synthesis of bicyclo[4.1.0]heptene derivatives via a cycloisomerization process of 1,6-enynes. In Chemical Communications (Issue 45, p. 6988-6990). https://doi.org/10.1039/b913554e
Neaţu, F., Li, Z., Richards, R., Toullec, P.Y., Genêt, J.P., Dumbuya, K., Gottfried, J.M., Steinrück, H.P., Pârvulescu, V.I., Michelet, V. (). Heterogeneous gold catalysts for efficient access to functionalized lactones. In Chemistry - A European Journal (Vol. 14, Issue 30, p. 9412-9418). https://doi.org/10.1002/chem.200801327
Toullec, P.Y., Chao, C.M., Chen, Q., Gladiali, S., Genêt, J.P., Michelet, V. (). Enantioselective platinum-catalyzed tandem hydroarylation- cycloisomerization of 1,6-enynes. In Advanced Synthesis and Catalysis (Vol. 350, Issue 14-15, p. 2401-2408). https://doi.org/10.1002/adsc.200800446
Michelet, V., Toullec, P.Y., Genêt, J.P. (). Cycloisomerization of 1,n-enynes: Challenging metal-catalyzed rearrangements and mechanistic insights. In Angewandte Chemie - International Edition (Vol. 47, Issue 23, p. 4268-4315). https://doi.org/10.1002/anie.200701589
Toullec, P.Y., Genin, E., Antoniotti, S., Genêt, J.P., Michelet, V. (). Au2O3 as a stable and efficient catalyst for the selective cycloisomerization of γ-acetylenic carboxylic acids to γ-alkylidene-γ-butyrolactones. In Synlett (Issue 5, p. 707-711). https://doi.org/10.1055/s-2008-1032108
Leseurre, L., Toullec, P.Y., Genêt, J.P., Michelet, V. (). Gold-catalyzed hydroamination/cycloisomerization reaction of 1,6-enynes. In Organic Letters (Vol. 9, Issue 20, p. 4049-4052). https://doi.org/10.1021/ol7017483
Genin, E., Leseurre, L., Toullec, P.Y., Genêt, J.P., Michelet, V. (). Gold-catalyzed hydroxy- and alkoxycyclization of functionalized enynes. In Synlett (Issue 11, p. 1780-1784). https://doi.org/10.1055/s-2007-982570
Jagt, R.B.C., Toullec, P.Y., Schudde, E.P., De Vries, J.G., Feringa, B.L., Minnaard, A.J. (). Synthesis of solution-phase phosphoramidite and phosphite ligand libraries and their in situ screening in the rhodium-catalyzed asymmetric addition of arylboronic acids. In Journal of Combinatorial Chemistry (Vol. 9, Issue 3, p. 407-414). https://doi.org/10.1021/cc060161k
Genin, E., Toullec, P.Y., Marie, P., Antoniotti, S., Brancour, C., Genêt, J.P., Michelet, V. (). Gold catalysis in organic synthesis: Efficient intramolecular cyclization of γ-acetylenic carboxylic acids to 5-exo-alkylidene-butyrolactones. In Arkivoc (Vol. 2007, Issue 5, p. 67-78). https://doi.org/10.3998/ark.5550190.0008.507
Toullec, P.Y., Genin, E., Leseurre, L., Genêt, J.P., Michelet, V. (). Room-temperature AuI-catalyzed C-C bond formation through a tandem Friedel-Crafts-type addition/carbocyclization reaction. In Angewandte Chemie - International Edition (Vol. 45, Issue 44, p. 7427-7430). https://doi.org/10.1002/anie.200601980
Toullec, P.Y., Jagt, R.B.C., De Vries, J.G., Feringa, B.L., Minnaard, A.J. (). Rhodium-catalyzed addition of arylboronic acids to isatins: An entry to diversity in 3-aryl-3-hydroxyoxindoles. In Organic Letters (Vol. 8, Issue 13, p. 2715-2718). https://doi.org/10.1021/ol0608101
Jagt, R.B.C., Toullec, P.Y., Geerdink, D., De Vries, J.G., Feringa, B.L., Minnaard, A.J. (). A ligand-library approach to the highly efficient rhodium/phosphoramidite- catalyzed asymmetric arylation of N,N-dimethylsulfamoyl-protected aldimines. In Angewandte Chemie - International Edition (Vol. 45, Issue 17, p. 2789-2791). https://doi.org/10.1002/anie.200504309
Genin, E., Toullec, P.Y., Antoniotti, S., Brancour, C., Genêt, J.P., Michelet, V. (). Room temperature Au(I)-catalyzed exo-selective cycloisomerization of acetylenic acids: An entry to functionalized γ-lactones. In Journal of the American Chemical Society (Vol. 128, Issue 10, p. 3112-3113). https://doi.org/10.1021/ja056857j
Jagt, R.B.C., Toullec, P.Y., De Vries, J.G., Feringa, B.L., Minnaard, A.J. (). Rhodium/phosphoramidite-catalyzed asymmetric arylation of aldehydes with arylboronic acids. In Organic and Biomolecular Chemistry (Vol. 4, Issue 5, p. 773-775). https://doi.org/10.1039/b518311a
Toullec, P.Y., Devillers, I., Frantz, R., Togni, A. (). Relative electrophilic fluorinating power as assayed by competitive catalytic halogenation reactions. In Helvetica Chimica Acta (Vol. 87, Issue 10, p. 2706-2711). https://doi.org/10.1002/hlca.200490240
Toullec, P.Y., Bonaccorsi, C., Mezzetti, A., Togni, A. (). Expanding the scope of asymmetric electrophilic atom-transfer reactions: Titanium- and ruthenium-catalyzed hydroxylation of β-ketoesters. In Proceedings of the National Academy of Sciences of the United States of America (Vol. 101, Issue 16, p. 5810-5814). https://doi.org/10.1073/pnas.0307716101
Toullec, P., Carbayo Martin, A., Gio-Batta, M., Bruneau, C., Dixneuf, P.H. (). Stereoselective preparation of Z-trisubstituted alkylidene cyclic carbonates via palladium-catalyzed carbon - carbon bond formation. In Tetrahedron Letters (Vol. 41, Issue 29, p. 5527-5531). https://doi.org/10.1016/S0040-4039(00)00889-3