I. Roth et S. Spange, Nucleophilic substitution of 4-fluoronitrobenzene with polyvinylamine in water mediated by cyclodextrins, MACRO RAPID, 22(15), 2001, pp. 1288-1291
Communication: Polyvinylamine (PVAm) can be readily functionalized by means
of a nucleophilic substitution reaction with 4-fluoro-substituted aromatic
compounds having a substituent with negative mesomeric effect in ortho and
/or para position. PVAm is soluble in water only in which aromatic fluoro c
ompounds are usually sparingly soluble. However, the solubility of aromatic
compounds in water can be mediated in particular by cyclodextrin derivativ
es. This first report on the nucleophilic substitution reaction of 4-fluoro
nitrobenzene with PVAm provides an elegant method towards the preparation o
f chromophoric water-soluble polymers by means of a one-pot procedure.