CHEMISTRY OF YLIDES .18. A 19F NUCLEAR MAGNETIC RESONANCE STUDY OF ELECTRONIC INTERACTIONS IN PHOSPHONIUM SALTS YLIDES AND OXIDES

Examination of the 19F nmr spectra of the oxide, methyl salt, and ylide derivatives of tris(fluorophenyl)-phosphine has permitted an assessment of the inductive and conjugative electronic interactions by and with tetravalent phosphorus. Inductive interactions seem dominant in these systems. Conjugative (pπ-dπ) interactions of tetravalent phosphorus with an adjacent anionic center appear to rule out substantial conjugative interaction between the phosphorus and an attached aryl ring. © 1968, American Chemical Society. All rights reserved.