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Nucleophilic Substitution of 4‐Fluoronitrobenzene with Polyvinylamine in Water Mediated by Cyclodextrins
Author(s) -
Roth Isabelle,
Spange Stefan
Publication year - 2001
Publication title -
macromolecular rapid communications
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.348
H-Index - 154
eISSN - 1521-3927
pISSN - 1022-1336
DOI - 10.1002/1521-3927(20011001)22:15<1288::aid-marc1288>3.0.co;2-z
Subject(s) - substituent , nucleophilic substitution , chemistry , nucleophilic aromatic substitution , nucleophile , solubility , cyclodextrin , substitution reaction , organic chemistry , radical nucleophilic aromatic substitution , substitution (logic) , water soluble , polymer , polymer chemistry , catalysis , computer science , programming language
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 compounds are usually sparingly soluble. However, the solubility of aromatic compounds in water can be mediated in particular by cyclodextrin derivatives. This first report on the nucleophilic substitution reaction of 4‐fluoronitrobenzene with PVAm provides an elegant method towards the preparation of chromophoric water‐soluble polymers by means of a one‐pot procedure.