SYNTHESES AND STRUCTURAL STUDY OF PHOSPHOLIDINES DERIVED FROM AROMATIC AMIDES

Abstract

The preparation and structural study in solution by ¹H, ¹³C and ³¹P NMR spectroscopy of 2-dimethylamine-N-acetylbenzoxazaphospholidine 1b, 2-dimethylamine-N-acetylbenzo diazaphospholidine 2b, 2-dimethyl-N,N'-diacetylbenzoxazaphospholidine 3b, bis-[(2-dimethylamine)-N,N'-(benzoxazaphospholidine)]-1,2-ethane 4b, bis-[(2-dimeshylamine)-N,N'-(benzoxazaphospholidine)]oxalyl 5b. The reaction of compounds 1b-5b with BH, DMS afforded the corresponding P[sbnd]BH₃ adducts without reducing the heterocycles, 1c-5c were also studied by ″B NMR. The solid state structure determined by x-ray diffraction analysis of 1b and 3b shows phosphorus atoms with 45% of sp' character and with the NMe₂ group in axial position.

Key Words:

• Aromatic phospholidines
• amides heterocycles
• phosphorus-borane adducts
• NMR, X-ray diffraction.