G. Jochem et al., PHOSPHONIO-SUBSTITUTED TETRAHYDRO-1,3-DIP HOSPHININES AND TETRAHYDRO-1,2,6-AZAPHOSPHININES, Zeitschrift fur Naturforschung. B, A journal of chemical sciences, 51(12), 1996, pp. 1761-1767
The bis(triphenylphosphonio)propenide cation 1 provides two reactive C
H sites in 1,3-position and can be condensed with the bis(dichlorophos
phanyl)methylene triphenylphosphorane 2 or the bis(dichlorophosphanyl)
aniline 3 to form cationic six-membered rings: A tetrahydro-l,3-diphos
phinine (4) with three phosphonio or phosphoranediyl substituents in 2
,4,6-position and a tetrahydro-1,2,6-azadiphosphinine (5) carrying two
such substituents in 3,5 position. The bromide of the latter was used
for an X-ray structure analysis. The P-III ring members of the cation
s 4 and 5 can be oxidized in two steps by elemental sulfur to give the
monothioxo and dithioxo derivatives 6, 7 and 8, 9, respectively. A cr
ystal of the mixed chloride/bromide of 8 was used for another X-ray st
ructure analysis.