Polymer-supported reagents have been
extensively studied and used
in various applications, such as condensation reactions and multiple
component reactions. This paper examines the reactions between a solid-functionalized
resin, named Amb15-Iso, and aldehydes and ketones that have been solubilized
in different solvents. The reactions between these molecules and a
hydrazide (isoniazid) in both neutral and acidic media were also studied.
The results showed that the solvent polarity influenced the kinetics
of the reaction and the yields of carbonyl compounds that were captured
by the resin, particularly, for less-reactive molecules. The reactions
using the resin were faster than those using free isoniazid in solution,
likely because the acidic sites remaining in the resin can catalyze
the reaction, increasing the rate of capture. A high dependence on
the presence of acidic compounds and the rate of the reaction was
observed, in which trifluoroacetic acid was used to catalyze the reaction
between the tested molecules and isoniazid in solution. The differential
reactivities of the examined ketones and aldehydes in these condensation
reactions demonstrate that the resin can provide selective criteria,
preferentially scavenging aldehydes from solution. While benzaldehyde
reacted quite quickly with the resin, acetophenone barely had any
reaction and remained in solution.