SYNTHESIS OF THE 8-PHOSPHABICYCLO[3.2.1]OCTA-2,6-DIENE RING SYSTEM

Abstract

The 8-phosphabicyclo[3.2.1]octa-2,6-diene ring system is conveniently synthesized by the addition of chloro(diisopropylamino)phosphenium ion ((Cl)(i-Pr₂N)P⁺,1) to cycloheptatriene. Hydrolysis of the primary adduct yields the corresponding phosphinamide (3). The NMR of 3 is discussed in terms of its structure, and the orientation at P is assigned by a combination of 2-D NMR techniques. The structure of 3 is also probed by model calculations at the MNDO level.