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Nuclear magnetic resonance and infrared study of lithium coordination by phosphonates and phosphine oxides R 2 P(O)CH 2 COY and their carbanions. Comparison between ketone, ester, and amide COY groups

1988; NRC Research Press; Volume: 66; Issue: 3 Linguagem: Inglês

10.1139/v88-068

1480-3291

Tekla Strzalko, J. SEYDEN‐PENNE, Françoise Froment, J. Corset, Marie‐Paule Simonnin,

Organophosphorus compounds synthesis

Lithiated carbanionic chelates α to P(O) groups are formed from four title compounds. Their infrared and 13 C and 31 P nuclear magnetic resonance spectra show that chelation induces peculiar structural perturbations that depend upon the nature of Y. The corresponding neutral precursors 1–4 are able to form bidentate coordinates with the Li cation, which can be observed in THF when Y = OMe or NMe 2 but in benzene only when Y = Me. They are probably intermediates in the lithiated base deprotonation of neutral compounds 1–4.