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SUMMARY:"Harnessing configurational stability: an opportunity for the desi
 gn of chiral metal-based complexes and the development of new reactions
DTSTART:20240625T171500
DTEND:20240625T181500
DTSTAMP:20260921T142756Z
UID:40290da854c491ffa84684cd6ceecb597717888974732445b75bfd40
CATEGORIES:Conferences - Seminars
DESCRIPTION:Dr. Hervé Clavier\, Directeur de Recherche CNRS\,  Aix Mars
 eille Université\nIn enantioselective transition-metal catalysis\, chiral
  ligands are key players. The\nsuccess of N-heterocyclic carbenes (NHCs) a
 s stable electron-rich neutral ligands in\nhomogeneous catalysis led to th
 e development of a wide array of chiral NHCs as\nstereodirecting ancillary
  ligands for various asymmetric reactions.1\nRecently\, we devised a new d
 esign of chiral NHC-metal complexes based on restricted\nrotations of diss
 ymmetric aryl groups as N-substituents of the NHC ligands.2\nAdvantageousl
 y\, this design does not require the use of chiral synthons since the axis
 \nof chirality is created during the metalation step. However\, NHC-metal 
 complexes are\nformed as racemic. Thanks to the high chemical stability of
  most of NHC-metal\ncomplexes\, a resolution by chiral HPLC at preparative
  scale enabled to obtain both\nenantiomers with high yields and excellent 
 enantioselectivities.\n\nDetails concerning the syntheses\, configurationa
 l stabilities and the values of the\nrotational barriers will be presented
 .3\,4 Series of chiral palladium-\, copper-\, gold- and\nruthenium-NHC com
 plexes have been prepared and their application in\nenantioselective catal
 ysis allowed to reach high level of enantioselectivities.2-7\n\nReferences
 \n1. D. Janssen-Müller\, C. Schlepphorst\, F. Glorius\, Chem. Soc. Rev. 2
 017\, 46\, 4845-4854. DOI : 10.1039/C7CS00200A\n2. L. Kong\, J. Morvan\, D
 . Pichon\, M. Jean\, M. Albalat\, T. Vives\, S. Colombel-Rouen\, M. Giorgi
 \, V. Dorcet\, T. Roisnel\, C.\nCrévisy\, D. Nuel\, P. Nava\, S. Humbel\,
  N. Vanthuyne\, M. Mauduit\, H. Clavier\, J. Am. Chem. Soc. 2020\, 142\, 9
 3-98.\nDOI: 10.1021/jacs.9b12698\n3. L. Kong\, Y. Chou\, M. Jean\, M. Alba
 lat\, N. Vanthuyne\, P. Nava\, S. Humbel\, H. Clavier\, Adv. Synth. Catal.
  2021\, 363\,\n4229-4238. DOI : 10.1002/adsc.202100491\n4. M. Savchuk\, L.
  Bocquin\, M. Albalat\, M. Jean\, N. Vanthuyne\, P. Nava\, S. Humbel\, D. 
 Hérault\, H. Clavier\, Chirality\n2022\, 33\, 13-26. DOI : 10.1002/chir.2
 3378\n5. L. Kong\, Y. Chou\, M. Albalat\, M. Jean\, N. Vanthuyne\, P. Nava
 \, S. Humbel\, H. Clavier\, Dalton Trans. 2023\, 52\, 8728-\n8736. DOI : 1
 0.1039/D3DT01182H\n6. J. Morvan\, D. Bouëtard\, L. Kong\, Y. Chou\, T. Vi
 ves\, M. Albalat\, T. Roisnel\, C. Crévisy\, P. Nava\, S. Humbel\, N.\nVa
 nthuyne\, H. Clavier\, M. Mauduit\, Chem. Eur. J. 2023\, e202300341. DOI :
  10.1002/chem.202300341\n7. Y. Chou\, M. Vançon\, M. Albalat\, C. Deschod
 t\, P. Nava\, S. Humbel\, N. Vanthuyne\, H. Clavier\, Eur. J. Inorg. Chem.
 \n2024\, e202300780. DOI : 10.1002/ejic.202300780
LOCATION:BCH 2201 https://plan.epfl.ch/?room==BCH%202201
STATUS:CONFIRMED
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