Aryloxycyclotriphosphazenes, [NP(OAr)2]3, such as I-IV, undergo substituent exchange reactions with organic nucleophiles. This constitutes a route for the preparation of mixed substituent organophosphazenes, some of which are inaccessible by other methods. The ease of displacement of OAr in [NP(OAr)2]3 by CF3CH2O- decreased with OAr in the order, OC6H4NO2-o or -p > OC6H5Cl-p ≫ OC6H5. When OAr was OC6H4NO2-o or -p, ligand exchange was either accompanied by or replaced by nucleophilic attack at the α-carbon of the aromatic residue. This effect was significant when the attacking nucleophile was C6H5O- or C6H5S-, and it predominated when the nucleophile was C6H5NH- or an uncharged primary or secondary amine. The mechanisms of these reactions are discussed.
All Science Journal Classification (ASJC) codes
- Colloid and Surface Chemistry