Magnetic Resonance in Chemistry · 1991 · 32 citations · 14 references
Natural SciencesChemistryMedicinal ChemistryBioorganic ChemistryOrganic ChemistryStructure-activity RelationshipsConformational AnalysisHeterocyclic ChemistryMedicinal HeterocyclesPolycyclic Heterocycles
Abstract The spectral analyses and syntheses of several novel 2,10‐dichloro‐6‐aryloxy/alkyl‐12 H ‐dibenzo [ d , g ] [1,3,2] dioxaphosphocin 6‐oxides have been achieved. Long‐range coupling [ 5 J (H,P) = 2.4 Hz] was observed between phosphorus and the bridged methylene protons. Based upon NMR data, a tub‐like conformation is proposed for the central eight‐membered dioxaphosphocin ring. Long‐range 2 J (P,O,C) and 3 J (P,O,C,C) couplins were determined, as were the 31 P chemical shifts for sixteen members of these new heterocycles. A variable‐temperature study of one member suggested the presence of a tub form as a reasonable candidate for one major conformer but the presence of other forms was also implied.
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