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Auffrant Audrey
PERSONNEL DE RECHERCHE

Contact

Office : 5:20-100
Telephone : +33169334410
Department/Laboratory/Direction : CA/DER/LAB/LCM

Biography and Current Works

Biography: 

Research interests: Iminophosphoranes, mixed ligands, Coordination Chemistry, and Catalysis

 

Education:

2012: Habilitation Université Paris-Sud Orsay

1999-2002 : PhD University Pierre et Marie Curie (Paris VI)

“Tricarbonylmanganese Complexes : first functionnalizations by Pd-catalyzed reactions”

Supervisor: Dr. E. Rose.

1998-1999: Master of Science (DEA) in Organic and Bioorganic Chemistry in Paris VI

1997-1999: Magistère interuniversitaire de chimie at ENS Ulm (Paris VI, Paris VII, Paris XI)

 

Professional Experience :

 

Since 2005 CNRS researcher in « Laboratoire Hétéro-éléments et Coordination », Ecole Polytechnique, Palaiseau, CR1 since October 2009

 

2004-2005 : Post Doctoral position in « laboratoire de Chimie Organo-Minérale » (université L. Pasteur, Strasbourg) under the supervision of Dr. J.-P. Sauvage.

Theme “Synthesis, characterization and photochemical properties of Ir(III) complexes.”

2002-2004: Post Doctoral position in the “Laboratorium für Organische Chemie”. in ETH Zürich under the supervision of Pr. Dr. F. Diederich.

Theme “Synthesis and properties of polyethynylbutatrienes”

 

Award

CNRS Bronze Medal 2010

 

Supervision since 2006:

4 undergraduate students, 2 Postgraduate student, 6 PhD students (3 in co-supervision), and 4 post docs (2 in co-supervision).

Teaching responsibilities:

Since 2007:  Examiner for the oral competitive exam for admission at the Ecole Polytechnique.

Since 2007: Examiner for the oral exam of international Master of Science in Molecular Chemistry

Since 2015: Teacher at the Master for Molecular Chemistry (Ecole polytechnique).

From 2017: Teacher in Chemsitry for the Bachelor programm

               

Scientific Production:

48 publications in peer-review international journals.

10 invited conferences

32  oral communications

28 posters

Organisation of professional Meetings:

GECOM CONCOORD 2008, Dourdan

Journées de Chimie de Coordination, 2010, Palaiseau

Journée des terres rares, Palaiseau, 2015

Journée de Chimie ENS-X-ESPCI ParisTech, every year since 2010

Teaching: 

Part-time Professor at the Chemistry Department (Ecole polytechnique) from 2017 teaching general chemistry for Bachelor programm and Transition metal catalyzed coupling reactions for the M2 Molecular Chemistry and Interfaces (MOCHI)

Research: 

We are interested in synthesizing orginal ligand incorporating different heteo-atoms, and in particular phosphorus. We study their coordination chemistry with the objective to develop catalysts. Lately, our attention was focused on mixed ligands incorporating an electron-rich iminosphophorane moiety. Especially we studied the phosphorous analogues of the salen that we termed phosphasalen. They were used to prepare efficient initiators for lactide ring opening polymerization. We studied also the electronic structure of oxidized Ni and Cu phosphasalen complexes and suggest the existence of multiconfigurational ground state due to the redox non-innocence of this ligand. Ongoing project concern the use of phosphasalen ligands in asymetric catalysis (collaboration with Dr. Bezzenine, ICMMO, Orsay), and the use of oxidized iron and manganese phosphasalen complexes for oxidation reaction (collaboration with Dr. Sénéchal-David, ICMMO, Orsay). We are also developing orginal cooperative ligands featuring a proton responsive moiety with the objective to deliver catalysts for original eco-compatible reactions. 

Coordination are conducted with transition metals and focused these last year on inexpensive 1rst raw metals. The structure of the complexes are studied by NMR (when applicable) and UV spectroscopy, cyclic voltammetry as well as X-ray diffraction.

keywords: coordination chemistry, iminophosphorane, mixed ligands.

Main Publications and Links

Publications: 

 
5 significant papers:

 

Ruthenium complexes featuring cooperative phosphine–pyridine–iminophosphorane (PNN) ligands: synthesis, reactivity and catalytic activity

T. Cheisson, L. Mazaud, A. Auffrant,* Dalton Trans., 2018, 47, 14521 - 14530.. text

-Phosphasalen vs salen ligands: what does the phosphorus change?

I. Mustieles-Marín, A. Auffrant,* Eur. J. Inorg. Chem., 2018, 1634-1644. cover,cover profile, text

-Electronic Structures of Mono-Oxidized Copper and Nickel Phosphasalen Complexes

I. Mustieles-Marín, T. Cheisson, R. Singh Chauhan, C. Herrero, M. Cordier, C. Clavaguéra,* G. Nocton,* A. Auffrant,*

Chem. Eur. J., 2017, 23, 17940-17953.text

-A Tetracoordinated Phosphasalen Nickel(III) Complex

T.-P.-A. Cao, G. Nocton, L. Ricard, X. F. Le Goff, A Auffrant,*

Angew. Chem. Int. Ed., 2014, 53, 5, 1368-1372.text

-Yttrium Phosphasalen Initiators for rac-Lactide Polymerization: Excellent Rates and High Iso-Selectivities

C. Bakewell, T.-P.-A. Cao, N. Long, X. F. Le Goff, A. Auffrant,* C. K. Williams,*

J. Am. Chem. Soc., 2012, 134, 51, 20577–20580.text

Pd(II) and Ni(II) complexes featuring a “phosphasalen” ligand: synthesis and DFT study.

T.-P.-A. Cao, S. Labouille, A. Auffrant,* Y. Jean,* X. F. Le Goff, P. Le Floch,

Dalton Trans. 2011, 40, 10029-10037.text

 

Exhaustive list of publications

 

 

55. Ruthenium complexes featuring cooperative phosphine–pyridine–iminophosphorane (PNN) ligands: synthesis, reactivity and catalytic activity

T. Cheisson, L. Mazaud, A. Auffrant,* Dalton Trans., 2018, 47, 14521 - 14530.

 

54. Cobalt-Catalyzed Formation of Functionalized Diarylmethanes from Benzylmesylates and Aryl Halides

B. R. P. Reddy, S. Chowdury, A. Auffrant,* C. Gosmini*  Adv. Synth. Catal., 2018, 360, 3026-3029.

 

53. Synthesis and Reactivity of Low-Valent f-Element Iodide Complexes with Neutral Iminophosphorane Ligands

T. Cheisson, L. Ricard, F. W ; Heinemann, K. Meyer,* A. Auffrant,* G. Nocton* Inorg. Chem., 2018, 57, 9230-9240.

 

52. Cobalt-Catalyzed Formation of 2-Pyridylzinc Reagents and Their Subsequent Coupling

S. Linke, S. M. Manolikakes, A. Auffrant,* C. Gosmini* Synthesis, 2018, 50, 2595-2600.

 

51. Phosphasalen vs salen ligands: what does the phosphorus change?

I. Mustieles-Marín, A. Auffrant,* Eur. J. Inorg. Chem., 2018, 1634-1643.

 

50. Electronic Structures of Mono-Oxidized Copper and Nickel Phosphasalen Complexes

I. Mustieles-Marín, T. Cheisson, R. Singh Chauhan, C. Herrero, M. Cordier, C. Clavaguéra,* G. Nocton,* A. Auffrant,* Chem. Eur. J., 2017, 23, 17940-17953.

 

49. Cobalt-catalyzed reductive cross-coupling between benzyl chlorides and aryl halides

 S. Pal, S. Chowdhury, E. Rozwadowski, A. Auffrant,* and C Gosmini*, Adv. Synth. Catal. 2016, 358, 2431-2435.

 

48. Palladium(II) complexes featuring a mixed Phosphine-Pyridine-Iminophosphorane pincer ligand : synthesis and reactivity

T. Cheisson, and  A. Auffrant*, Dalton Trans., 2016, 45, 2069 - 2078.

 

47. η5–η1 Switch in Divalent Phosphaytterbocene Complexes with Neutral Iminophosphoranyl Pincer Ligands: Solid-State Structures and Solution NMR 1JYb–P Coupling Constants

Thibault Cheisson, A. Auffrant,* G.Nocton,* Organometallics, 2015, 34, 5470–5478

 

46. Cobalt-Catalyzed Electrophilic Cyanation of Arylzinc Halides with N-cyano-N-phenyl-p-methyl-benzenesulfonamide (NCTS),

Y. Cai, X. Qian, A. Rérat, A. Auffrant, C. Gosmini* Adv. Synth. Catal., 2015, 357, 3419-3423.

 

45. Nickel complexes featuring iminophosphorane-phenoxide ligands for catalytic ethylene dimerization

T. Cheisson, T.-P.-A Cao, X. F. Le Goff, A. Auffrant*, Organometallics, 2014, 33, 6193-6199.

 

 

44. Versatile Coordination Chemistry of a Bis(methyliminophosphoranyl)pyridine Ligand on Copper Centres

T. Cheisson, A. Auffrant,* Dalton Trans., 2014, 43, 13399-13409

 

43. Titanium imido complexes stabilised by bis(iminophosphoranyl)methanide ligands: the influence of N-substituents on solution dynamics and reactivity

A. T. Normand, A. Massard, P. Richard, C. Canovas, C. Balan, M. Picquet, A. Auffrant,* P. Le Gendre,* Dalton Trans. 2014, 43, 149111-15246.

 

42. A Tetracoordinated Phosphasalen Nickel(III) Complex

T.-P.-A. Cao, G. Nocton, L. Ricard, X. F. Le Goff, A Auffrant,* Angew. Chem. Int. Ed., 2014, 53, 5, 1368-1372.

 

41. Ethylene dimerization catalyzed by mixed phosphine–iminophosphorane nickel(II) complexes: a DFT investigation

V. Tognetti, A. Buchard, A. Auffrant, I. Ciofini, P. Le Floch , C. Adamo,* J. Mol. Modeling, 2013, 19, 5, 2107-2118.

 

40. Cobalt-Catalyzed Electrophilic Amination of Arylzincs with N-Chloroamines

X. Qian, Z. Yu, A. Auffrant, C. Gosmini,* Chem. Eur. J., 2013, 19, 20, 6225-6229.

 

39. Yttrium Phosphasalen Initiators for rac-Lactide Polymerization

C. Bakewell, T.-P.-A. Cao, X. F. Le Goff, N. Long, A. Auffrant,* C. K. Williams,* Organometallics, 2013, 32, 5, 1475-1483.

 

38. Yttrium Phosphasalen Initiators for rac-Lactide Polymerization: Excellent Rates and High Iso-Selectivities

C. Bakewell, T.-P.-A. Cao, N. Long, X. F. Le Goff, A. Auffrant,* C. K. Williams,* J. Am. Chem. Soc., 2012, 134, 51, 20577–20580.

 

37. Synthesis and Characterization of Bidentate Rare-Earth Iminophosphorane o-Aryl Complexes and Their Behavior as Catalysts for the Polymerization of 1,3-Butadiene

E. Martinez-Arripe, F. Jean-Baptiste-Dit-Dominique, A. Auffrant, X. F. Le Goff, J. Thuilliez, F. Nief,* Organometallics, 2012, 31, 4854-4861.

 

36. Phosphasalen Yttrium Complexes: Highly Active and Stereoselective Initiators for Lactide Polymerization

T.-P.-A. Cao, A. Buchard, X. F. Le Goff, A. Auffrant,* C. K. Williams,* Inorg. Chem., 2012, 51, 40, 2157-2169.

 

35. Exemples de catalyseurs à ligands iminophosphoranes

A. Auffrant

L’Actualité Chimique, Janvier 2012, 359, 13-19.

 

34. Cobalt-catalyzed Reductive allylation of alkyl halides with allylic acetates or carbonates

X. Qian, A. Auffrant, A. Felouat, C. Gosmini,* Angew. Chem. Int. Ed., 2011, 50, 10402-10405.

 

33. Pd(II) and Ni(II) complexes featuring a “phosphasalen” ligand: synthesis and DFT study.

T.-P.-A. Cao, S. Labouille, A. Auffrant,* Y. Jean,* X. F. Le Goff, P. Le Floch, Dalton Trans. 2011, 40, 10029-10037.

 

32. Tridentate and Tetradentate Iminophosphorane-Based Ruthenium Complexes in Catalytic Transfer Hydrogenation of Ketones

H. Dyer, A. Picot, A. Auffrant, L. Vendier, P. Le Floch and S. Sabo-Etienne,* Organometallics, 2011, 30, 1478-1486.

 

31. Bis-Phosphorus(V) Stabilized Carbene Complexes

H. Heuclin, M. Fustier, A. Auffrant, N. Mézailles,* Lett. . Org. Chem., 2010, 7, 8, 596-611.

 

30. Facile synthesis of bifunctional ligands using LiCH2PPh2=NPh obtained from [PhNH-PPh3+] [Br-].

T.-P.-A. Cao, E. Payet, A. Auffrant,* X. F. Le Goff, P. Le Floch, Organometallics, 2010, 29, 3991-3996.

 

29. Iminophosphorane based [P2N2] rhodium complexes: synthesis, reactivity, and application in catalysed transfer hydrogenation of polar bonds.

A. Buchard, E. Payet, A. Auffrant,* X. F. Le Goff, P. Le Floch,* New J. Chem., 2010, 34, 2943-2949.

 

28. Iminophosphorane Neodymium(III) complexes as efficient initiators for lactide polymerisation

A. Buchard, R. H. Platel, A. Auffrant, X. F. Le Goff, C. K. Williams,* P. Le Floch,* Organometallics, 2010, 29, 2892-2900.

 

27. Phosphine- and thiophosphine-amine ligands: lithiation and coordination to Rh(I)

E. Payet, A. Auffrant,* X. F. Le Goff, P. Le Floch,* J. Organomet. Chem., 2010, 695, 1499-1506.

 

26. Interplay Between Hydrido/Dihydrogen and Amine/Amido Ligands in Ruthenium Catalyzed Transfer Hydrogenation of Ketones

A. Picot, H. Dyer, A. Buchard, A. Auffrant, L. Vendier, P. Le Floch and S. Sabo-Etienne,*  Inorg. Chem., 2010, 49,1310–1312

 

25. First neodymium(III) alkyl-carbene complex based on bis(iminophosphoranyl) ligands

A. Buchard, A. Auffrant, L. Ricard, X. F. Le Goff, R. H. Platel, C. K. Williams, P. Le Floch,* Dalton Trans., 2009, 10219-10222.

 

24. Chromium (III)-bis(iminophosphoranyl)methanido complexes: synthesis, X-ray crystal structures and catalytic ethylene oligomerization

C. Klemps, A. Buchard, R. Houdard, A. Auffrant, N. Mézailles, X. F. Le Goff, Louis Ricard, L. Saussine, L. Magna, P. Le Floch,*

New J. Chem., 2009, 33, 1748 – 1752.

 

23. Coordination of tetradentate X2N2 (X = P, S, O) ligands to iron(II) metal center and catalytic applications in the transfer hydrogenation of ketones

A. Buchard, H. Heuclin, A. Auffrant, X. F. Le Goff and P. Le Floch*

Dalton Trans., 2009, 1659-1667.

 

22. Bonding Mode of a Bifunctional P,Si-H ligand in the Ruthenium Complex "Ru(PPh2CH2OSiMe2H)3"

V. Montiel-Palma, O. Piechaczyk, A. Picot, A. Auffrant, L. Vendier, P. Le Floch,* S. Sabo-Etienne*

Inorg. Chem., 2008, 47, 8601-8603.

 

21. A Mixed Phosphine−Iminophosphorane Tetradentate Ligand: Synthesis, Coordination to Group 10 Metal Centers, and Use as Catalyst in Suzuki−Miyaura Coupling

A. Buchard, B. Komly, A. Auffrant, X. F. Le Goff and P. Le Floch*

Organometallics, 2008, 27, 4380–4385.

 

20. Bis phosphorus stabilised carbene complexe

T. Cantat, N. Mézailles, A. Auffrant, P. Le Floch*

Dalton Trans., 2008,1957-1972

 

19. Bimetallic Iridium(III) Complexes consisting of Ir(ppy)2 units (ppy : 2-phenyl-pyridine) and two laterally-connected N^N chelates as bridge : synthesis, separation and photophysical properties

A. Auffrant,  A. Barbieri, F. Barigelletti, J. Lacour,* P. Mobian, J.-P. Collin,* J.-P. Sauvage,* B. Ventura

Inorg. Chem, 2007, 46,6911-6919.

 

18. Highly efficient P-N nickel(II) complexes for the dimerisation of ethylene

A. Buchard, A. Auffrant, C. Klemps, L. Vu-Do, L. Boubekeur, X. F. Le Goff, P. Le Floch*

 Chem. Commun., 2007, 1502-1504

 

17. A new and convenient approach towards bis (iminophosphoranyl)methane ligands and their dicationic, cationic, anionic and dianionic derivatives.

M Demange, L. Boubekeur, A. Auffrant, N. Mézailles, L. Ricard, X. Le Goff , P. Le Floch,*

 New J. Chem., 2006, 30, 1745-1754.

 

16. Dinuclear Iridium(III) Complexes consisting of back-to-back terpy-(Ph)n-terpy bridging ligands (n= 0, 1 or 2) and terminal cyclometallating tridentate N-C-N ligands

A. Auffrant, A. Barbieri, F. Barigelletti,* J.-P. Collin,* L. Flamigni, C. Sabatini, J.-P. Sauvage,

Inorg. Chem., 2006, 45, 10990-10997.

 

15. Nitrogen-Assisted Ortho Lithiation: One-Pot Synthesis of New Classes of Bidentate and Tetradentate Mixed P~N Ligands

L. Boubekeur, L. Ricard, N. Mézailles, M. Demange, A. Auffrant, P. Le Floch*

 Organometallics, 2006, 25, 3091-3094.

 

14. Synthesis of 1,4-diethynyl and 1,1,4,4-tetraethynylbutatrienes.

A. Auffrant, F. Diederich,* C. Boudon, J.-P. Gisselbrecht, M. Gross

Helv. Chim. Acta, 2004, 87 ,12, 3085-3105.

 

13.Cationic (h6-arene)manganese linked to neutral (h6-arene)tricarbonylchromium complexes.

S. Schouteeten, J.-P. Tranchier, F. Rose-Munch,* E. Rose,* A. Auffrant, G. R. Stephenson

Organometallics, 2004, 23, 18, 4308-4316.

 

12. Peralkynylated buta-1,2,3-trienes: exceptionally low rotational barriers of cumulenic C=C bonds in the range of those of peptide C–N bonds

A. Auffrant, B. Jaun,* P. D. Jarowski, K. N. Houk,* F. Diederich*

Chem. Eur. J., 2004, 10, 2906-2911.

 

11. Synthesis of tricarbonyl h6- and h5-[(3-thiophenyl)organochromium and –manganese complexes

D. Prim, J. Giner-Planas, A. Auffrant, F. Rose-Munch,* E. Rose, J. Vaissermann

J. Organomet. Chem., 2003, 688, 273-279.

 

10. Synthesis, characterisation of (arene)tricarbonylchromium complexes linked to cationic Fe and Ru derivatives and studies of first hyperpolarisabilities by Hyper-Rayleigh Scattering

M. H. Garcia,* S. Royer, M. P. Robalo,* A. R. Dias, J.-P. Tranchier, R. Chavignon, D. Prim, A. Auffrant, F. Rose-Munch, E. Rose,* J. Vaissermann, A. Perssons, I. Asselberghs

Eur. J. Inorg. Chem, 2003, 3895-3904.

 

9. Palladium-catalyzed chloride substitution of h5-(chlorocyclohexadienyl)Mn(CO)3 complexes: an access to novel h6-(arene)Mn(CO)3+ cations.

A. Auffrant, D. Prim, F. Rose-Munch,* E. Rose, S. Schouteeten, J. Vaissermann

 Organometallics, 2003, 22, 1898-1913.

 

8. Selective access to electron donating group substituted (h5-cyclohexadienyl)Mn(CO)3 complexes by bimetallic manganese-palladium activation.

A. Auffrant, D. Prim, F. Rose-Munch,* E. Rose,* J. Vaissermann

Organometallics, 2002, 21, 3500-3502.

 

7. Preparation of new (h6-arene)Mn(CO)3+ complexes involving Pd-catalysed/exo-hydride abstraction sequence.

A. Auffrant, D. Prim, F. Rose-Munch, E. Rose*

C.R. Chimie, 2002, 5, 137-141.

 

6. First synthesis of cationic [(h6-arene)Mn(CO)3] complexes substituted by resonance withdrawing groups.

A. Auffrant, D. Prim, F. Rose-Munch, E. Rose,* J. Vaissermann

 Organometallics, 2001, 20, 3214-3216.

 

5. (h5-halogenocyclohexadienyl)Mn(CO)3 complexes : halogen substitution by arene derivatives.

D. Prim, A. Auffrant, F. Rose-Munch, E. Rose,* J. Vaissermann

Organometallics, 2001, 20, 1901-1903.

 

4. Organochromium/organoiron dipoles comprising (h6-arene)chromium and (h5-cyclohexadienyl)iron(1+) complexes linked with conjugated spacers

J.-P. Tranchier, R. Chavignon, D. Prim, A. Auffrant, J. Giner-Planas, F. Rose-Munch, E. Rose,* G. R. Stephenson*

 Tetrahedron. Lett., 42, 2001, 3311-3313.

 

3. Bimetallic p-conjugated complexes modulated by a carbonyl spacer : synthesis of arene tricarbonylchromium-ferrocene derivatives.

D. Prim, A. Auffrant, Z. F. Plyta, J.-P Tranchier, F. Rose-Munch,* E. Rose

J. Organomet. Chem., 2001, 624, 124-130.

 

2. Synthesis of nitrile ligands bearing tricarbonyl(h6-arene)chromium complexes and conjugated spacers

J.-P. Tranchier, R. Chavignon, D. Prim, A. Auffrant, Z. F. Plyta, F. Rose-Munch, E. Rose*

Tetrahedron. Lett., 41, 2000, 2607-2610.

 

1. A new addition of aryl substituents to cyclohexadienyliron electrophiles in the development of routes to C12 building blocks for alkaloid synthesis. 

Malkov, A. Auffrant, C. Renard, E. Rose, F. Rose-Munch, D. A. Owen, E. J. Sandoe, G. R. Stephenson*

Inorg. Chim. Acta, 296, 1999, 139-149.

 

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Publications HAL: 

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