title: N-aryl pyrazoles: DFT calculations of CH acidity and deprotonative metallation using a combination of lithium and zinc amides.
abstract: A series of N-aryl and N-heteroaryl pyrazoles have been deproto-metallated using a 2,2,6,6-tetramethylpiperidino-based mixed lithium-zinc combination. Mono-, di-, and tri-iodides have been obtained after subsequent trapping with iodine, depending on the substrate and on the quantity of base used. The results have been discussed in the light of the CH acidities of the substrates, determined both in the gas phase and in THF solution using the DFT B3LYP method.
authors.affiliation: Chimie et Photonique Moléculaires, UMR 6510 CNRS, Université de Rennes 1, Bâtiment 10A, Case 1003, Campus Scientifique de Beaulieu, 35042, Rennes, France. floris.chevallier@univ-rennes1.fr
authors.forename: Floris
authors.initials: F
authors.lastname: Chevallier
authors.forename: Yury S
authors.initials: YS
authors.lastname: Halauko
authors.forename: Christelle
authors.initials: C
authors.lastname: Pecceu
authors.forename: Ibrahim F
authors.initials: IF
authors.lastname: Nassar
authors.forename: To Uyen
authors.initials: TU
authors.lastname: Dam
authors.forename: Thierry
authors.initials: T
authors.lastname: Roisnel
authors.forename: Vadim E
authors.initials: VE
authors.lastname: Matulis
authors.forename: Oleg A
authors.initials: OA
authors.lastname: Ivashkevich
authors.forename: Florence
authors.initials: F
authors.lastname: Mongin