CARBANIONS PHOSPHONATES α-LITHIES: SYNTHESE, BASICITE COMPAREE ET STABILITE A L'AUTOCONDENSATION

Article abstract of DOI:10.1016/0022-328X(86)80314-X

Non stabilized α-lithio-α-substituted alkanephosphonates (RO)2P(O)CHR¹Li(R¹ = H, alkyl, Cl) are commonly used as phosphonoalkylating agents.The strength of the conjugated acids (RO)2P(O)CH2R¹ is estimated by concurrent metallation.The data checked range from phenylacetylene to toluene in relation with the inductive electronic effects of R and R¹.Most of the α-phosphonyl carbanions give stable dimers via thermal self-condensation which is steric (R) and electronic (R¹) effects dependent.In addition preparative conditions for some phosphonate precursors are reexamined.