Team : Chimie Organique et Hétérochimie Appliquées (COHA) Staff: ArmenPanossian, Arlette Klein,...
Transcript of Team : Chimie Organique et Hétérochimie Appliquées (COHA) Staff: ArmenPanossian, Arlette Klein,...
Permanent Staff: Armen Panossian, Arlette Klein, Frédéric Leroux*
Team:ChimieOrganiqueetHétérochimieAppliquées(COHA)
Laboratoired’InnovationMoléculaireetApplications,UMR7042-LIMA,ECPMUniversitédeStrasbourg,UniversitédeHaute-AlsaceetCNRS,
25RueBecquerel,67087Strasbourg, Francecoha.unistra.fr
JointCNRS-BayerLaboratoryOrganofluorineChemistry(LCRC2OF)
Chimie Organique et Hétérochimie Appliquées(Dr. Frédéric R. Leroux)
coha.unistra.fr
XA B
Y *P
Y
R1
R1 R2
R3 R4
*
Nouvelles méthodes de synthèse
Contrôle de la chiralité
Catalyse
Agrochimie
Chimie médicinale
...
HeterocyclesbearingEmergentFluorinatedSubstituents(EFS)
Subjects
1.FirstmodularandindustriallyapplicablesynthesisofOCF3-Heterocycles,X-raydiffractionstudies,quantumchemicalcalculations(pKa,dipole,logP,…)
Development of novel methods to build heterocycles with EFS
Collaborations&granting
Novel OCF3-Pyridine Building Blocks
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NCl
OCF3
I
NBr
OCF3
NI
OCF3
NCl
OCF3COOH
NCl
OCF3NH2
NCl OCF3
NCl OCF3
COOH
NCl OCF3
I
N OCF3
COOH
NHOOC
OCF3
N OCF3Cl
I
N Cl
OCF3
N OCF3Cl
NH2
N Cl
OCF3
I
NCl
OCF3
COOH
N
OCF3COOH
N
OCF3
Br
NCl
OCF3
N OCF3
COOHH2N
A Very successful and flexible approach: dozens of new OCF3 containing pyridines delivered to Bayer up to 100g scale.
2. Use of Fluoroalkyl Amino Reagents (FAR) for the synthesis of fluoroalkyl-substituted heterocycles
3. Stereoselective introduction of OCF3, CHF2, SF5 onto C(sp3)centers
4. Photocatalytic introduction of EFS
CNRS I UMR 7509 I Frédéric Leroux
Quantum Chemistry Calculations of OCF3-Pyridines
Eur. J. Org. Chem. 2010, 6043. Curr. Top. Med. Chem. 2014, 14, 941-51.
Quantum Chemistry Calculations for 2-OCF3-Pyridines
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Møller-Plesset MP2/TZVPP basis set, gas phase
Eur. J. Org. Chem. 2010, 6043. Curr. Top. Med. Chem. 2014, 14, 941-51.P. Genix, 2010