SYNTHESIS,1H,13C,31P NMR ANALYSIS, AND INSECTICIDAL ACTIVITY OF MEMBERS CONTAINING EXTERNAL P—O OR P—N BONDS IN 6-SUBSTITUTED-2,10-DICHLORO-12H-DIBENZO[d,g][1,3,2]DIOXAPHOSPHOCIN 6-OXIDES

The synthesis of novel 6-substituted-2,10-dichloro-12H-dibenzo[d,g][1,3,2]dioxaphosphocin 6-oxides is described along with IR, 1H, 13C, and 31P NMR spectral data. Phosphorus couplings of 5 J PH, 2 J POC and 3 J POCC were determined. An appraisal of the data in total did not allow unequivocal differentiation between a boat-boat, boat-chair, distorted boat, or twist boat conformation for the eight-membered ring of the dioxaphosphocin 6-oxides. A few members of this family were evaluated for toxicity in the insect P. americana.