Lithium cadmate-mediated deprotonative metalation of anisole: experimental and computational study - Archive ouverte HAL
Article Dans Une Revue Journal of Organic Chemistry Année : 2010

Lithium cadmate-mediated deprotonative metalation of anisole: experimental and computational study

Résumé

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

Domaines

Chimie organique
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Dates et versions

hal-00785078 , version 1 (05-02-2013)

Identifiants

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Katia Snégaroff, Shinsuke Komagawa, M. Yonehara, Floris Chevallier, Philippe C. Gros, et al.. Lithium cadmate-mediated deprotonative metalation of anisole: experimental and computational study. Journal of Organic Chemistry, 2010, 75 (9), pp.3117-3120. ⟨10.1021/jo100150S⟩. ⟨hal-00785078⟩
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