Cléo BASTIEN PhD defense
New calcium-lithium bases for the functionalisation of aromatic compounds
Jeudi 23 octobre, 14h00Passat
Organic Chemistry and Interfaces (COrInt) team
Abstract:
This work focuses on the synthesis and reactivity study of new calcium compounds, more specifically alkylcalciums and calcium amides. Limited stability but especially high reactivity are direct consequences of the high polarity of the Ca-C and Ca-N bonds. They are therefore ideal reagents to functionalise aromatic compounds. The characterisation of such calcium compounds is not trivial due to this instability, mostly impeding their isolation. Consequently, most of the organocalcium compounds described are stabilised by specific functional groups and/or ligands, which complicates their access routes. While some of the calcium compounds used in this thesis have been isolated, others have been prepared in situ and characterised by NMR experiments at very very low temperature. The behaviour of these new reagents was then studied. The alkylcalciums showed good reactivity in nucleophilic addition, halogen/metal exchange and deprotometallation. Calcium amides were successfully tested in deprotometallation reactions. Throughout this work, these calcium compounds were compared with their better-known commercial lithium analogues. Finally, the most interesting alkylcalciums identified were combined with neutral chiral ligands to study their behaviour in enantioselective nucleophilic addition reactions.
Jury:
- Corinne COMOY, Professeure, Université Lorraine/ Reporter
- Clément CHAUVIER, Maître de conférences, Sorbonne Université/ Reporter
- Anne-Sophie CASTANET, Université du Maine/ Examiner
- Florence MONGIN, Professeure, Université de Rennes/ PhD supervisor
- William ERB, Université de Rennes/ PhD supervisor
- Yann SARAZIN, Directeur de recherche CNRS, Université de Rennes/ Invited
Contacts:
Florence Mongin, florence.mongin@univ-rennes.fr
William Erb, william.erb@univ-rennes.fr
