FORMATION OF POLYAZA-PHOSPHOLES AND POLYAZA-PHOSPHOLYL ANIONS FROM DIAZOMETHYLENEPHOSPHORANES INDUCED BY PSEUDO-AROMATICITY

isopropylamino)](chloro)]diazomethylenephosphorane 1 reacts with P-chl orobis(trimethylsilyl)methylene-phosphane 2, -tetrakis(trimethylsilyl) bis(methylene)phosphorane 5, hloro-N-(2,4,6-tri-tertbutylphenyl)imino- phosphane 9 leading to phosphonio-substituted 1,2,4sigma2-diazaphospho lyl anion 4 (88% yield), 1,2,4sigma3-diazaphospholyl anion 7 (85% yiel d), and 1,2,3,4sigma2-triazaphosphole 11 (81% yield), respectively. Me thylation of 7 gives phosphonio-substituted 1,2,4sigma3-diazaphosphole 8 (95% yield), while hydrolysis of 11 leads to oxophosphoranyl-substi tuted 1,2,3,4sigma2-triazaphosphole 12 (95% yield). The driving force for the formation of all these original heterocycles, is pseudo-aromat icity.