The poly(propylene imine) dendrimers DAB-dendr-(NH2)(8), DAB-dendr(NH2)(32)
, and DAB-dendr-(NH2)(64), were fully converted with iodomethane to quatern
ary ammonium ions at both chain ends and branch points and, with less iodom
ethane, were partially converted to quaternary ammonium ions mainly at end
groups. Amidation of the primary amine ends followed by treatment with iodo
methane gave the first dendrimers with quaternary ammonium ions only at bra
nch points. After an exchange of iodide counterions for chloride, all of th
e quaternary ammonium ion dendrimers slightly increased the rate of decarbo
xylation of 6-nitrobenzisoxazole-3-carboxylate ion in an aqueous solution.
Similar quaternary ammonium ion dendrimers with more hydrophobic interiors
or more hydrophobic chains on the ends were much more active catalysts for
the decarboxylation. (C) 2001 John Wiley & Sons, Inc.