Ronald K. Rodebaugh

12H-DIBENZO[d,g][1,3,2]DIOXAPHOSPHOCINS: Synthesis and Evidence for Long-Range Coupling to Phosphorus

Abstract The synthesis of the 12H-dibenzo[d,g][1,3,2]dioxaphosphocin ring system from 2,2′-alkylidene bisphenols and phosphorus trichloride is described. The 1H NMR shows evidence for long range through-space coupling of the C-12 methine proton to phosphorus.

The Reaction of Seven- and Eight- Membered Cyclic Phosphorochloridites with Polyols

Abstract The syntheses of novel bridged dibenzo[d,f][1,3,2]dioxaphosphepin and dibenzo[d,g][1,3,2]dioxaphosphocin ring systems are described. The 1H NMR spectral data of the eight-membered bridged dioxaphosphocins suggest the observation of a single conformational isomer. The 1H NMR spectrum of the dibenzo[d,g][1,3,2]dioxaborocin 5 requires that either a single nonplanar conformation is being observed or that ring inversion is slow on the NMR time scale. A lower limit of δG ‡ for ring inversion of 5 has been calculated to be 14.4 Kcal/mole. The 1H NMR of the C-12 methyl substituted dioxaphosphocins 4h-i showed the presence of a cis-trans isomer mixture.