Lithium cadmate-mediated deprotonative metalation of anisole: experimental and computational study.
Lithium cadmates bearing different ligands were compared with efficient (TMP)(3)CdLi (TMP = 2,2,6,6-tetramethylpiperidino) for their ability to deprotometalate anisole. The generated arylcadmates were evidenced using I(2). The results show that it is possible to replace only one of the TMP (with a piperidino, a diisopropylamino, a butyl, or a sec-butyl) without important yield drop. In the light of DFT calculations, reaction pathways were proposed for the deprotocadmations of anisole using a triamino, an alkyldiamino, and an aminodialkyl cadmate.
Snégaroff
Katia
K
Chimie et Photonique Moléculaires, UMR 6510 CNRS, Université de Rennes 1, Bâtiment 10A, Case 1003, Campus Scientifique de Beaulieu, 35042 Rennes, France.
Komagawa
Shinsuke
S
Yonehara
Mitsuhiro
M
Chevallier
Floris
F
Gros
Philippe C
PC
Uchiyama
Masanobu
M
Mongin
Florence
F